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

HRID 477337

反応式

HRID 477337 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:30]([C:36](OCC)=O)=[CH:31][CH:32]=[N+](C)C.CC[O-].[Na+].CSCC(C1C=CC2C(=CC=CC=2)C=1)=O>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]2[C:5](=[CH:36][CH:30]=[CH:31][CH:32]=2)[CH:6]=1)=[O:22])[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

6

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 (10.6 g), a 2M ethanolic solution of sodium ethylate (18.5 cc) and 2-[2-(methylthio)acetyl]naphthalene (8 g) in ethanol (50 cc). After purification by chromatography on a silica column with a mixture of cyclohexane and ethyl acetate (50:50 by volume) as eluent, ethyl 2-dimethylamino-5-methylthio-6-(2-naphthyl)-6-oxo-2,4-hexadienoate (5 g) is obtained in the form of an orange-coloured oil, and is used in the crude state in the subsequent syntheses.

後処理

  1. customAfter purification by chromatography 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-ced127c0353947eca800723ad5a9ae6d
出典データセット
uspto-grants-1989_12
特許番号
US04886835

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