Acetone → 3-(3'-Chloro-2'-hydroxypropyl)-benzhydrol

HRID 1731173ノート

反応式

HRID 1731173 の反応式
[Cl:1][CH2:2][C:3](=[O:19])[CH2:4][C:5]1[CH:6]=[C:7]([C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[CH:9][CH:10]=1.CC([O-])C.CC([O-])C.CC([O-])C.[Al+3].CC(C)=O>C(O)(C)C>[Cl:1][CH2:2][CH:3]([OH:19])[CH2:4][C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[CH:11]([OH:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 180AcetoneHCID 11143Aluminum isopropoxideHCID 214956283'(3'-Chloro-2'-oxo-propyl)-benzophenone

生成物 1

HCID 214956193-(3'-Chloro-2'-hydroxypropyl)-benzhydrol収率 105%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒4 回

反応条件

温度
50 °C

実験手順

A solution of 11.23 g of 3'(3'-chloro-2'-oxo-propyl)-benzophenone in 112 ml of isopropanol was added to 50 ml of isopropanol and 17 g of aluminum isopropylate heated to 50° C and the mixture was refluxed for 2 hours while slowly distilling isopropanol and the acetone formed while keeping the volume constant by adding 30 ml of isopropanol. The mixture was concentrated to 50 ml and after returning to room temperature, the mixture was added with stirring to a mixture of ice-water-hydrochloride acide. The mixture was extracted with methylene chloride and the organic phase was washed with water, dried over sodium sulfate, treated with activated carbon, filtered and evaporated to dryness to obtain 11.97 g of 3-(3'-chloro-2'-hydroxypropyl)-benzhydrol which was used as is for the next step.

後処理

  1. concentrationThe mixture was concentrated to 50 ml
  2. customafter returning to room temperature
  3. additionthe mixture was added
  4. extractionThe mixture was extracted with methylene chloride
  5. washthe organic phase was washed with water
  6. dry with materialdried over sodium sulfate
  7. additiontreated with activated carbon
  8. filtrationfiltered
  9. customevaporated to dryness

出典と根拠

ORDレコード
ord-0d631c1af48e434fa4a58c42195a4d40
出典データセット
uspto-grants-1976_11
特許番号
US03995056

反応ノート

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