Water → HCID 86738246, 화합물

HRID 1447048노트

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HRID 1447048 반응식
[C:1]([CH:3]([OH:17])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=1)#[N:2].[CH3:18][C:19]1([CH3:30])[C@@H:21]([CH2:22][C:23]([Cl:26])([Cl:25])[Cl:24])[C@@H:20]1[C:27](Cl)=[O:28].N1C=CC=CC=1.O>C1C=CC=CC=1>[CH3:18][C:19]1([CH3:30])[C@@H:21]([CH2:22][C:23]([Cl:24])([Cl:25])[Cl:26])[C@@H:20]1[C:27]([O:17][CH:3]([C:1]#[N:2])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:5]=1)=[O:28]

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 93218Benzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)-HCID 86738247HCID 86738247, 화합물

생성물 1

HCID 86738246HCID 86738246, 화합물수율 77.8%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

α-Cyano-3-phenoxybenzyl alcohol (8.5 g) was added to a solution of 10.0 g of trans-2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropanecarbonyl chloride in 80 ml of dry benzene, then 4.5 g of pyridine was added gradually and the mixture was stirred at room temperature overnight. Thereafter, about 70 ml of water was added to the reaction mixture, the benzene layer was separated, washed with water and dried over anhydrous magnesium sulfate, and low-boiling fractions were distilled off under reduced pressure. There was obtained an oily product, which was purified by preparative liquid chromatography under the conditions mentioned in SYNTHESIS EXAMPLE 25 to give 13.3 g (77% yield) of α-cyano-3-phenoxybenzyl trans-2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropanecarboxylate with a ratio of racemic modifications D1 '/D2 ' of about 50/50.

후처리

  1. customthe benzene layer was separated
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium sulfate, and low-boiling fractions
  4. distillationwere distilled off under reduced pressure
  5. customThere was obtained an oily product, which
  6. customwas purified by preparative liquid chromatography under the conditions
  7. custommentioned in SYNTHESIS EXAMPLE 25

출처 및 근거

ORD 기록
ord-40417910e9084292bc94d88b0e16dcf7
출처 데이터셋
uspto-grants-1982_02
특허 번호
US04315029

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