Water → 2-(alpha-Ethoxycarbonyl-4-chlorobenzylidene)-1-methylperhydroazepine

HRID 27423

반응식

HRID 27423 반응식
[Na].COS([O-])(=O)=O.CN(C)[C:10]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][N+:11]=1[CH3:17].[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:22][CH:21]=1.O>C(O)C.C(OCC)C>[CH2:30]([O:29][C:27]([C:26](=[C:10]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][N:11]1[CH3:17])[C:23]1[CH:22]=[CH:21][C:20]([Cl:19])=[CH:25][CH:24]=1)=[O:28])[CH3:31]

참가 물질

7

반응물 4

HCID 962WaterHCID 84177Ethyl (4-chlorophenyl)acetateHCID 5360545SodiumHCID 178483040HCID 178483040, 화합물

생성물 1

HCID 539415482-(alpha-Ethoxycarbonyl-4-chlorobenzylidene)-1-methylperhydroazepine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매

실험 절차

Add (drop by drop at 90° in a stream of nitrogen to let the alcohol escape) a solution of 4.6 g of sodium in 100 ml of ethyl alcohol to a mixture of 53.2 g of the title compound of Example 1 and 29.8 g of ethyl 4-chlorophenylacetate. Stir it for a further 4 hours at 90° and then cool it to ambient temperature. Mix the cooled reaction mixture with 100 ml of water and 100 ml of diethyl ether, collect the organic phase and dry the latter over sodium sulfate. Concentrate the dried organic phase and then distil off any excess ethyl 4-chlorophenylacetate under a high vacuum to obtain a crude yield [15.5 g (34% of theory)] of the title compound as yellow oil.

후처리

  1. additionAdd (drop by drop at 90° in a stream of nitrogen
  2. additionMix
  3. customcollect the organic phase
  4. dry with materialdry the latter over sodium sulfate
  5. concentrationConcentrate the dried organic phase
  6. customdistil off any excess ethyl 4-chlorophenylacetate under a high vacuum
  7. customto obtain a crude

출처 및 근거

ORD 기록
ord-ca593dee24784df38759aae09bcc0859
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04221788

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