Dimethylformamide → (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid 4-nitrooxybutyl ester

HRID 19996

反応式

HRID 19996 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O-:12])=[O:11])=[CH:4][C:3]=1[O:13][CH3:14].[K+].CN(C=O)C.Br[CH2:22][CH2:23][CH2:24][CH2:25][O:26][N+:27]([O-:29])=[O:28]>C(Cl)Cl>[N+:27]([O:26][CH2:25][CH2:24][CH2:23][CH2:22][O:11][C:10](=[O:12])/[CH:9]=[CH:8]/[C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([O:13][CH3:14])[CH:4]=1)([O-:29])=[O:28]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 104202524-Bromobutyl nitrateHCID 23676777HCID 23676777、化合物

生成物 1

HCID 9796743(E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid 4-nitrooxybutyl ester収率 70%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

A mixture of potassium (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate (2.07 g; 9 mmol), obtained in the previous step, DMF (8.3 g), KI (0.5 g) and a 20% w/w solution (82.5 g) of 4-bromobutylnitrate (16.5 g; 16.7 mmol) in CH2Cl2 is heated under stirring to 40° C. and kept at this temperature under stirring for 136 h. After work up, (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid 4-(nitrooxy)butyl ester was obtained in 70% yield.

後処理

  1. stirringunder stirring for 136 h

出典と根拠

ORDレコード
ord-16f4985fa84c43459ff25b3049cc25b1
出典データセット
uspto-grants-2010_06
特許番号
US07745496B2

関連ノート

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