Water → HCID 135752、化合物

HRID 1156547ノート

反応式

HRID 1156547 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH2:15][C:16]([N:18]([CH3:20])[CH3:19])=O)[CH2:14][CH2:13][CH:12]=[CH:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH2:15][CH2:16][N:18]([CH3:20])[CH3:19])[CH2:14][CH2:13][CH2:12][CH:11]=[CH:10]2)[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 962WaterHCID 20459997HCID 20459997、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 135752HCID 135752、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 1.0 g of 1-(m-methoxyphenyl)-N,N-dimethyl-3-cyclohexene-1-acetamide in 10 ml of absolute tetrahydrofuran is added to a suspension of 1 g of lithium aluminum hydride in 50 ml of absolute tetrahydrofuran, and the mixture is boiled at reflux overnight. After the addition of water, the separated precipitate is removed by filtration under suction and washed well with tetrahydrofuran, whereupon the filtrate is evaporated. The oil remaining behind is treated with 1 N hydrochloric acid. The neutral portion is taken up in ether. The acidic phase is made alkaline by the addition of concentrated ammonia and the liberated rac. 1-(m-methoxyphenyl)-N,N-dimethyl-2-cyclohexene-1-ethylamine is taken up in methylene chloride. The hydrochloride of this compound melts at 161°-162° C. (after recrystallization from ethyl acetate/ethanol).

後処理

  1. temperatureat reflux overnight
  2. customthe separated precipitate is removed by filtration under suction
  3. washwashed well with tetrahydrofuran, whereupon the filtrate
  4. customis evaporated
  5. additionThe oil remaining behind is treated with 1 N hydrochloric acid
  6. additionby the addition of concentrated ammonia

出典と根拠

ORDレコード
ord-9dc9c0d328324fb296ad55f138a7bdc2
出典データセット
uspto-grants-1982_06
特許番号
US04336268

反応ノート

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