Hydrochloric Acid → Dihydroanisoin

HRID 2253941

反応式

HRID 2253941 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[OH:12])=[O:10])=[CH:5][CH:4]=1.[BH4-].[Na+].Cl>C(O)C>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([CH:11]([OH:12])[CH:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[OH:10])=[CH:14][CH:15]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 954154,4'-DimethoxybenzoinHCID 4311764Sodium borohydride

生成物 1

HCID 160757Dihydroanisoin収率 75.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In 3 liters of dry ethanol, 75 g of 4,4'-bismethoxybenzoin and 21 g of sodium borohydride were refluxed for 2 hours. After adding 250 ml of concentrated hydrochloric acid to the reaction mixture, the resulting mixture was poured into 1300 ml of ice water, followed by filtration of deposited crystals. After recrystallized from 95% ethanol, there was obtained 57 g of 1,2-di(p-methoxyphenyl)ethane-1,2-diol, which was then added to 570 ml of 80% acetic acid and stirred at 90° C. for 50 minutes. Then, the reaction mixture was poured into 4 liters of ice water and deposited crystals were filtered. After drying, the crystals were recrystallized from isopropyl ether to give 40 g of Compound (e) in 69% yield.

後処理

  1. filtrationfollowed by filtration of deposited crystals
  2. customAfter recrystallized from 95% ethanol

出典と根拠

ORDレコード
ord-f20d4f06dddb4b29a99091583940995d
出典データセット
uspto-grants-1993_08
特許番号
US05233089

関連ノート

読み込み中…