KR950704289A - α-아릴-r-부티로락톤의 제조방법(Process for the preparation of α-aryl-r-butyrolactones) - Google Patents
α-아릴-r-부티로락톤의 제조방법(Process for the preparation of α-aryl-r-butyrolactones)Info
- Publication number
- KR950704289A KR950704289A KR1019950702235A KR19950702235A KR950704289A KR 950704289 A KR950704289 A KR 950704289A KR 1019950702235 A KR1019950702235 A KR 1019950702235A KR 19950702235 A KR19950702235 A KR 19950702235A KR 950704289 A KR950704289 A KR 950704289A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- optionally substituted
- group
- hetero
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 4
- -1 ethylene compound Chemical class 0.000 claims abstract 6
- 150000001875 compounds Chemical class 0.000 claims abstract 5
- 150000002596 lactones Chemical class 0.000 claims abstract 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 239000005977 Ethylene Substances 0.000 claims abstract 2
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 claims abstract 2
- 150000001450 anions Chemical class 0.000 claims abstract 2
- 238000004519 manufacturing process Methods 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 150000005840 aryl radicals Chemical class 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
- 125000005948 methanesulfonyloxy group Chemical group 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000004187 tetrahydropyran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
본 발명은 일반식(II)의 말로네이트의 음이온을 일반식(III)의 에틸렌 화합물(Y-CH2-CH2OZ)과 반응시켜 일반식(IV)의 화합물을 수득하고, 일반식(IV)의 화합물을 가수분해시켜 일반식(I)의 락톤을 수득함을 포함하여, 일반식(I)의 락톤을 제조하는 방법에 관한 것이다. 락톤은 5-HT1A결합제를 제조하기 위한 중간체로서 유용하다.
상기식에서, R은 임의로 치환된 페닐 그룹이거나, 임의로 치환된 모노사이클릭 헤테로아릴 라디칼 또는 비사이클릭 헤테로아릴 라디칼이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (5)
- 일반식(II)의 말로네이트의 음이온을 일반식(III)의 에틸렌 화합물과 반응시켜 일반식(IV)의 화합물을 수득하고, 일반식(IV)의 화합물을 가수분해시켜 일반식(I)의 락톤을 수득함을 포함하여, 일반식(I)의 락톤을 제조하는 방법.상기식에서, R은 임의로 치환된 페닐 그룹이거나, 헤테로 원자 또는 원자들로서 하나 이상의 황, 산소 또는 질소 원자를 함유하는 임의로 치환된 모노사이클릭 헤테로아릴 라디칼 또는 비사이클릭 헤테로아릴 라디칼이며, 페닐 그룹 또는 헤테로아릴 라디칼의 치환기는 저급 알킬, 저급 알콕시, 할로겐, 할로겐할로(저급) 알킬, 아미노, (저급)알킬아미노 및 디(저급)알킬아미노로 이루어진 그룹으로부터 선택되고, R1및 R2는 각각 저급알킬이며, Y는 이탈 그룹이고, Z는 수성 산성 또는 염기성 조건하에서 제거할 수 있지만, 말로네이트 음이온의 존재하에서 안정한 보호 그룹이다.
- 제1항에 있어서, R이 페닐인 방법.
- 제1항에 있어서, R이 임의로 치환된 피리딜, 피리미디닐, 피라지닐, 이미다졸릴, 피라졸릴, 퀴놀리닐, 이소퀴놀리닐, 트리아졸릴, 테트라졸릴, 티에닐 및 푸릴로부터 선택된 헤테로아릴 라디칼인 방법.
- 제1항 내지 제3항 중의 어느 한 항에 있어서, Y가 할로겐, p-톨루엔설포닐옥시 또는 메탄설포닐옥시인 방법.
- 제1항 내지 제4항 중의 어느 한 항에 있어서, Z가 테트라하이드로피란-2-일, 벤조일 또는 저급 알카노일인 방법.※참고사항:최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9225257.6 | 1992-12-03 | ||
| GB929225257A GB9225257D0 (en) | 1992-12-03 | 1992-12-03 | Lactone |
| PCT/GB1993/002427 WO1994012487A1 (en) | 1992-12-03 | 1993-11-25 | PROCESS FOR THE PREPARATION OF α-ARYL-η-BUTYROLACTONES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR950704289A true KR950704289A (ko) | 1995-11-17 |
| KR100301335B1 KR100301335B1 (ko) | 2001-11-22 |
Family
ID=10726039
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019950702235A KR100301335B1 (ko) | 1992-12-03 | 1993-11-25 | 알파-아릴-감마-부티로락톤의제조방법 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5629432A (ko) |
| EP (1) | EP0672039B1 (ko) |
| JP (1) | JP3274866B2 (ko) |
| KR (1) | KR100301335B1 (ko) |
| AT (1) | ATE155134T1 (ko) |
| AU (1) | AU5532494A (ko) |
| CA (1) | CA2150948A1 (ko) |
| DE (1) | DE69312085T2 (ko) |
| DK (1) | DK0672039T3 (ko) |
| ES (1) | ES2105597T3 (ko) |
| GB (1) | GB9225257D0 (ko) |
| GR (1) | GR3024083T3 (ko) |
| MX (1) | MX9307561A (ko) |
| PH (1) | PH31300A (ko) |
| WO (1) | WO1994012487A1 (ko) |
| ZA (1) | ZA938873B (ko) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7956201B2 (en) * | 2006-11-06 | 2011-06-07 | Hoffman-La Roche Inc. | Process for the preparation of (S)-4-fluoromethyl-dihydro-furan-2-one |
| US9068120B2 (en) * | 2012-08-09 | 2015-06-30 | Empire Technology Development Llc | Flame retardant nylon |
| KR102178533B1 (ko) | 2020-05-08 | 2020-11-17 | 박관철 | 정위치 주차장치 |
| CN114213367B (zh) * | 2022-01-17 | 2023-05-12 | 西北工业大学 | 一种使用3,4-环氧-1-丁醇合成γ-丁内酯的方法 |
-
1992
- 1992-12-03 GB GB929225257A patent/GB9225257D0/en active Pending
-
1993
- 1993-11-25 EP EP94900256A patent/EP0672039B1/en not_active Expired - Lifetime
- 1993-11-25 CA CA002150948A patent/CA2150948A1/en not_active Abandoned
- 1993-11-25 ES ES94900256T patent/ES2105597T3/es not_active Expired - Lifetime
- 1993-11-25 DK DK94900256.2T patent/DK0672039T3/da active
- 1993-11-25 KR KR1019950702235A patent/KR100301335B1/ko not_active IP Right Cessation
- 1993-11-25 AU AU55324/94A patent/AU5532494A/en not_active Abandoned
- 1993-11-25 JP JP51291594A patent/JP3274866B2/ja not_active Expired - Fee Related
- 1993-11-25 AT AT94900256T patent/ATE155134T1/de not_active IP Right Cessation
- 1993-11-25 US US08/436,186 patent/US5629432A/en not_active Expired - Lifetime
- 1993-11-25 DE DE69312085T patent/DE69312085T2/de not_active Expired - Fee Related
- 1993-11-25 WO PCT/GB1993/002427 patent/WO1994012487A1/en active IP Right Grant
- 1993-11-26 ZA ZA938873A patent/ZA938873B/xx unknown
- 1993-12-01 MX MX9307561A patent/MX9307561A/es not_active IP Right Cessation
- 1993-12-02 PH PH47373A patent/PH31300A/en unknown
-
1997
- 1997-07-10 GR GR970401716T patent/GR3024083T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US5629432A (en) | 1997-05-13 |
| EP0672039B1 (en) | 1997-07-09 |
| DK0672039T3 (da) | 1997-08-18 |
| ATE155134T1 (de) | 1997-07-15 |
| WO1994012487A1 (en) | 1994-06-09 |
| CA2150948A1 (en) | 1994-06-09 |
| AU5532494A (en) | 1994-06-22 |
| DE69312085T2 (de) | 1998-02-19 |
| ZA938873B (en) | 1995-05-26 |
| ES2105597T3 (es) | 1997-10-16 |
| JPH08503939A (ja) | 1996-04-30 |
| EP0672039A1 (en) | 1995-09-20 |
| MX9307561A (es) | 1995-01-31 |
| KR100301335B1 (ko) | 2001-11-22 |
| PH31300A (en) | 1998-07-06 |
| DE69312085D1 (de) | 1997-08-14 |
| GR3024083T3 (en) | 1997-10-31 |
| JP3274866B2 (ja) | 2002-04-15 |
| GB9225257D0 (en) | 1993-01-27 |
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