GB998980A - Improvements in or relating to the hydrocyanation of ª,ª-unsaturated ketones - Google Patents
Improvements in or relating to the hydrocyanation of ª,ª-unsaturated ketonesInfo
- Publication number
- GB998980A GB998980A GB8396/63A GB839663A GB998980A GB 998980 A GB998980 A GB 998980A GB 8396/63 A GB8396/63 A GB 8396/63A GB 839663 A GB839663 A GB 839663A GB 998980 A GB998980 A GB 998980A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxo
- acetoxy
- cyano
- nitrile
- carbonitriles
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000002576 ketones Chemical class 0.000 title abstract 3
- 238000005669 hydrocyanation reaction Methods 0.000 title 1
- 238000000034 method Methods 0.000 abstract 7
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 abstract 5
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 3,3 - ethylenedioxy Chemical group 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001450 anions Chemical class 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 238000005907 ketalization reaction Methods 0.000 abstract 2
- 125000003367 polycyclic group Chemical group 0.000 abstract 2
- 150000007659 semicarbazones Chemical class 0.000 abstract 2
- TTXJJFWWNDJDNR-CZRUWHASSA-N (8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-one Chemical compound C1CC=CC2=CC(=O)[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]3[C@]21C TTXJJFWWNDJDNR-CZRUWHASSA-N 0.000 abstract 1
- TTXJJFWWNDJDNR-UHFFFAOYSA-N 3,5-cholestadien-7-one Natural products C1CC=CC2=CC(=O)C3C4CCC(C(C)CCCC(C)C)C4(C)CCC3C21C TTXJJFWWNDJDNR-UHFFFAOYSA-N 0.000 abstract 1
- LVRAKYNQYKVPIK-UHFFFAOYSA-N O-Acetyl-tigogenin Natural products CC1C(C2(CCC3C4(C)CCC(CC4CCC3C2C2)OC(C)=O)C)C2OC11CCC(C)CO1 LVRAKYNQYKVPIK-UHFFFAOYSA-N 0.000 abstract 1
- JCFHNSHTOXCTIS-JCLCQZMGSA-N [(3S,5S,8R,9R,10S,13R,14R,17R)-8-cyano-17-[(2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-11-oxo-2,3,4,5,6,7,9,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate Chemical compound C(C)(=O)O[C@@H]1C[C@@H]2CC[C@]3([C@@H]4CC[C@H]([C@@H](C=C[C@@H](C(C)C)C)C)[C@]4(CC([C@@H]3[C@]2(CC1)C)=O)C)C#N JCFHNSHTOXCTIS-JCLCQZMGSA-N 0.000 abstract 1
- BTFXQFNLXXJKSK-AEHJBDQNSA-N [(3S,5S,8R,9R,10S,13S,14R,17S)-17-acetyl-8-cyano-10,13-dimethyl-11-oxo-2,3,4,5,6,7,9,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate Chemical compound C(C)(=O)O[C@@H]1C[C@@H]2CC[C@]3([C@@H]4CC[C@H](C(C)=O)[C@]4(CC([C@@H]3[C@]2(CC1)C)=O)C)C#N BTFXQFNLXXJKSK-AEHJBDQNSA-N 0.000 abstract 1
- PEZCWHAZFAQELV-OZWRSFNLSA-N [(3s,5s,8s,9s,10r,13r,14s,17r)-5-cyano-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-7-oxo-2,3,4,6,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] acetate Chemical compound C1C[C@H](OC(C)=O)C[C@]2(C#N)CC(=O)[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]3[C@]21C PEZCWHAZFAQELV-OZWRSFNLSA-N 0.000 abstract 1
- IDJDZSXVCFHHCY-JTIYRIOISA-N [(3s,8s,9s,10r,13s,14s,16r,17s)-17-acetyl-16-cyano-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] acetate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H](C(C)=O)[C@H](C#N)C[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)C)C1 IDJDZSXVCFHHCY-JTIYRIOISA-N 0.000 abstract 1
- 150000001399 aluminium compounds Chemical class 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- XIIAYQZJNBULGD-CJPSHIORSA-N β-cholestane Chemical compound C([C@H]1CC2)CCC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@H](C)CCCC(C)C)[C@@]2(C)CC1 XIIAYQZJNBULGD-CJPSHIORSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/22—Bridged ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/26—Phenanthrenes; Hydrogenated phenanthrenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP842862 | 1962-03-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB998980A true GB998980A (en) | 1965-07-21 |
Family
ID=11692837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8396/63A Expired GB998980A (en) | 1962-03-02 | 1963-03-01 | Improvements in or relating to the hydrocyanation of ª,ª-unsaturated ketones |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3231566A (enrdf_load_stackoverflow) |
| CH (1) | CH456587A (enrdf_load_stackoverflow) |
| DE (1) | DE1468624B2 (enrdf_load_stackoverflow) |
| GB (1) | GB998980A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3341528A (en) * | 1963-11-07 | 1967-09-12 | Warner Lambert Pharmaceutical | Substituted benzoquinolines |
| US3444161A (en) * | 1965-09-02 | 1969-05-13 | Shionogi Seiyaku Kk | Alkyl cyano aluminum compounds and process for introducing a cyano group into an alpha,beta unsaturated carbonyl compound |
| GB1141236A (en) * | 1966-03-14 | 1969-01-29 | Shionogi & Co | Improvements in or relating to the synthesis of cyanohydrins |
-
1963
- 1963-02-26 US US261215A patent/US3231566A/en not_active Expired - Lifetime
- 1963-02-28 CH CH255963A patent/CH456587A/de unknown
- 1963-03-01 DE DE19631468624 patent/DE1468624B2/de active Granted
- 1963-03-01 GB GB8396/63A patent/GB998980A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1468624C3 (enrdf_load_stackoverflow) | 1973-11-08 |
| DE1468624B2 (de) | 1973-04-19 |
| DE1468624A1 (de) | 1969-07-31 |
| US3231566A (en) | 1966-01-25 |
| CH456587A (de) | 1968-07-31 |
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