Sodium ethoxide → Ethyl 2-dimethylamino-6-(4-methoxyphenyl)-5-methylthio-6-oxo-2,4-hexadienoate

HRID 477306

反応式

HRID 477306 の反応式
[C:1]1([C:7](=[O:22])[C:8]([S:20][CH3:21])=[CH:9][CH:10]=[C:11]([N:17]([CH3:19])[CH3:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.F[B-](F)(F)F.CN(C)C([C:36](OCC)=[O:37])=CC=[N+](C)C.CC[O-].[Na+]>C(O)C>[CH3:19][N:17]([CH3:18])[C:11](=[CH:10][CH:9]=[C:8]([S:20][CH3:21])[C:7]([C:1]1[CH:2]=[CH:3][C:4]([O:37][CH3:36])=[CH:5][CH:6]=1)=[O:22])[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

5

実験手順

The procedure is as in Example 4 for the preparation of ethyl 6-phenyl-6-oxo-5-methylthio-2-dimethylamino-2,4-hexadienoate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (13.9 g), a 2M ethanolic solution of sodium ethylate (24.2 cc) and α-methylthio-4-methoxyacetophenone (9.5 g) in ethanol (97 cc). After purification on a silica column with a mixture of cyclohexane and ethyl acetate (50:50 by volume) as eluent, ethyl 2-dimethylamino-6-(4-methoxyphenyl)-5-methylthio-6-oxo-2,4-hexadienoate (6.1 g) is obtained, and is used in the crude state in the subsequent syntheses.

後処理

  1. customAfter purification on a silica column
  2. additionwith a mixture of cyclohexane and ethyl acetate (50:50 by volume) as eluent

出典と根拠

ORDレコード
ord-efbe6c2fac6041caab14f4400bf6e2e9
出典データセット
uspto-grants-1989_12
特許番号
US04886835

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