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Ethyl phenylacetate → Diethyl 2-dimethylamino-5-phenyl-2,4-hexadienedioate

HRID 477324
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HRID 477324 반응식
[CH3:1][N:2]([CH3:23])[C:3](=[CH:9][CH:10]=[C:11]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:4]([O:6][CH2:7][CH3:8])=S.F[B-](F)(F)F.CN(C)C(C(OCC)=[O:38])=CC=[N+](C)C.CC[O-].[Na+].C1(CC(OCC)=O)C=CC=CC=1>C(O)C>[CH3:1][N:2]([CH3:23])[C:3](=[CH:9][CH:10]=[C:11]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:4]([O:6][CH2:7][CH3:8])=[O:38]
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참가 물질

6

반응물 4

HCID 7590Ethyl phenylacetateHCID 2723922Sodium ethoxideHCID 86743575N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 86743580Diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate

생성물 1

HCID 53828842Diethyl 2-dimethylamino-5-phenyl-2,4-hexadienedioate

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (10 g), a 2M ethanolic solution of sodium ethylate (21 cc) and ethyl phenylacetate (5.6 cc) in ethanol (100 cc). After purification by chromatography on a silica column, with a mixture of cyclohexane and ethyl acetate (80:20 by volume) as eluent, diethyl 2-dimethylamino-5-phenyl-2,4-hexadienedioate (4.6 g) is obtained, and is used in the crude state in the subsequent phases.

후처리

  1. customAfter purification by chromatography on a silica column
  2. additionwith a mixture of cyclohexane and ethyl acetate (80:20 by volume) as eluent

출처 및 근거

ORD 기록
ord-690dd3b813074f3f836beb5e31e16233
출처 데이터셋
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04886835

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