JPH051778B2 - - Google Patents
Info
- Publication number
- JPH051778B2 JPH051778B2 JP24567284A JP24567284A JPH051778B2 JP H051778 B2 JPH051778 B2 JP H051778B2 JP 24567284 A JP24567284 A JP 24567284A JP 24567284 A JP24567284 A JP 24567284A JP H051778 B2 JPH051778 B2 JP H051778B2
- Authority
- JP
- Japan
- Prior art keywords
- toluene
- hour
- benzyloxycarbonylphenyl
- hydroxybenzoate
- benzyl
- 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 - Lifetime
Links
- -1 p-benzyloxycarbonylphenyl Chemical group 0.000 claims description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 54
- 239000013078 crystal Substances 0.000 description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- MOZDKDIOPSPTBH-UHFFFAOYSA-N Benzyl parahydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCC1=CC=CC=C1 MOZDKDIOPSPTBH-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 238000003756 stirring Methods 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 239000012046 mixed solvent Substances 0.000 description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 2
- RBBOWEDMXHTEPA-UHFFFAOYSA-N hexane;toluene Chemical compound CCCCCC.CC1=CC=CC=C1 RBBOWEDMXHTEPA-UHFFFAOYSA-N 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- 230000002940 repellent Effects 0.000 description 2
- 239000005871 repellent Substances 0.000 description 2
- 241001674044 Blattodea Species 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 241000907661 Pieris rapae Species 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- PCBGIMKQIISJBI-UHFFFAOYSA-N bis(4-phenylmethoxycarbonylphenyl) butanedioate Chemical compound C=1C=C(C(=O)OCC=2C=CC=CC=2)C=CC=1OC(=O)CCC(=O)OC(C=C1)=CC=C1C(=O)OCC1=CC=CC=C1 PCBGIMKQIISJBI-UHFFFAOYSA-N 0.000 description 1
- WJKPKGMFXDGBKX-UHFFFAOYSA-N bis(4-phenylmethoxycarbonylphenyl) decanedioate Chemical compound C=1C=C(C(=O)OCC=2C=CC=CC=2)C=CC=1OC(=O)CCCCCCCCC(=O)OC(C=C1)=CC=C1C(=O)OCC1=CC=CC=C1 WJKPKGMFXDGBKX-UHFFFAOYSA-N 0.000 description 1
- LUVAHNXCRZOSDJ-UHFFFAOYSA-N bis(4-phenylmethoxycarbonylphenyl) hexanedioate Chemical compound C=1C=C(C(=O)OCC=2C=CC=CC=2)C=CC=1OC(=O)CCCCC(=O)OC(C=C1)=CC=C1C(=O)OCC1=CC=CC=C1 LUVAHNXCRZOSDJ-UHFFFAOYSA-N 0.000 description 1
- HULNJUWAMPWZDX-UHFFFAOYSA-N bis(4-phenylmethoxycarbonylphenyl) oxalate Chemical compound C=1C=C(C(=O)OCC=2C=CC=CC=2)C=CC=1OC(=O)C(=O)OC(C=C1)=CC=C1C(=O)OCC1=CC=CC=C1 HULNJUWAMPWZDX-UHFFFAOYSA-N 0.000 description 1
- QNSCGNFCVYWXKU-UHFFFAOYSA-N bis(4-phenylmethoxycarbonylphenyl) pentanedioate Chemical compound C=1C=C(C(=O)OCC=2C=CC=CC=2)C=CC=1OC(=O)CCCC(=O)OC(C=C1)=CC=C1C(=O)OCC1=CC=CC=C1 QNSCGNFCVYWXKU-UHFFFAOYSA-N 0.000 description 1
- IRXBNHGNHKNOJI-UHFFFAOYSA-N butanedioyl dichloride Chemical compound ClC(=O)CCC(Cl)=O IRXBNHGNHKNOJI-UHFFFAOYSA-N 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- WMPOZLHMGVKUEJ-UHFFFAOYSA-N decanedioyl dichloride Chemical compound ClC(=O)CCCCCCCCC(Cl)=O WMPOZLHMGVKUEJ-UHFFFAOYSA-N 0.000 description 1
- YVOFTMXWTWHRBH-UHFFFAOYSA-N pentanedioyl dichloride Chemical compound ClC(=O)CCCC(Cl)=O YVOFTMXWTWHRBH-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- SXYFKXOFMCIXQW-UHFFFAOYSA-N propanedioyl dichloride Chemical compound ClC(=O)CC(Cl)=O SXYFKXOFMCIXQW-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24567284A JPS61122249A (ja) | 1984-11-20 | 1984-11-20 | ジ（ｐ−ベンジルオキシカルボニルフエニル）エステル化合物 |
| DE8585905882T DE3570651D1 (de) | 1984-11-20 | 1985-11-16 | Alkanedicarboxylic ester compounds |
| EP85905882A EP0202340B1 (en) | 1984-11-20 | 1985-11-16 | Alkanedicarboxylic ester compounds |
| PCT/JP1985/000641 WO1986003193A1 (en) | 1984-11-20 | 1985-11-16 | Alkanedicarboxylic ester compounds |
| US06/887,452 US4713474A (en) | 1984-11-20 | 1985-11-16 | Alkanedicarboxylic diester compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24567284A JPS61122249A (ja) | 1984-11-20 | 1984-11-20 | ジ（ｐ−ベンジルオキシカルボニルフエニル）エステル化合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61122249A JPS61122249A (ja) | 1986-06-10 |
| JPH051778B2 true JPH051778B2 (enrdf_load_stackoverflow) | 1993-01-11 |
Family
ID=17137096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24567284A Granted JPS61122249A (ja) | 1984-11-20 | 1984-11-20 | ジ（ｐ−ベンジルオキシカルボニルフエニル）エステル化合物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61122249A (enrdf_load_stackoverflow) |
-
1984
- 1984-11-20 JP JP24567284A patent/JPS61122249A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61122249A (ja) | 1986-06-10 |
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