Water → HCID 86738246、化合物

HRID 1447048ノート

反応式

HRID 1447048 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 86738246HCID 86738246、化合物収率 77.8%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-40417910e9084292bc94d88b0e16dcf7
出典データセット
uspto-grants-1982_02
特許番号
US04315029

反応ノート

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