N,N-Dimethylaniline → HCID 60077508、化合物

HRID 606352ノート

反応式

HRID 606352 の反応式
C(Cl)(=O)C=O.[F:6][C:7]1[C:8]([O:18][CH3:19])=[C:9](/[CH:14]=[CH:15]\[CH2:16][OH:17])[C:10]([F:13])=[CH:11][CH:12]=1.C[N:21](C)[C:22]1[CH:27]=CC=CC=1.CC[N:31](CC)CC.[OH2:36]>C(Cl)Cl>[N+:21](=[CH:22][C:27]([O:17][CH2:16]/[CH:15]=[CH:14]\[C:9]1[C:10]([F:13])=[CH:11][CH:12]=[C:7]([F:6])[C:8]=1[O:18][CH3:19])=[O:36])=[N-:31]

参加物

7

反応物 5

HCID 949N,N-DimethylanilineHCID 962WaterHCID 8471TriethylamineHCID 12550982HCID 12550982、化合物HCID 60077543HCID 60077543、化合物

生成物 1

HCID 60077508HCID 60077508、化合物収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The p-toluenesulfonylhydrozone of glyoxylic acid chloride (5.16 g; 0.02 mol) was added to a solution of (2Z)-3-(3,6-difluoro-2-methoxyphenyl)-2-propen-1-ol (3.6 g; 0.018 mol) in dry CH2Cl2 (50 ml) at −5 C, and N,N-dimethylaniline (2.5 ml; 0.02 mol) was added slowly. After stirring for 30 min at −5 C, Et3N (12 ml; 0.09 mol) was added slowly. The resulting mixture was stirred for 15 min at −5 C and then for 30 min at room temperature, whereupon water (˜50 ml) was added. The organic phase was separated washed with water, brine and concentrated in vacuo. Flash chromatography (silica, EA:Hex; 1:15) gave 3.86 g (80%) of product as a yellow solid.

後処理

  1. additionwas added slowly
  2. additionwas added slowly
  3. waitfor 30 min at room temperature
  4. customThe organic phase was separated
  5. washwashed with water, brine
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-29fe766affdf439f960da66781040bcc
出典データセット
uspto-grants-2011_03
特許番号
US07915295B2

反応ノート

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