Water → HCID 135752, 화합물

HRID 544273노트

반응식

HRID 544273 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 20459997HCID 20459997, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 135752HCID 135752, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-722d07ab9c024a47b67a60a0a95e3fb9
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04448991

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