N,N-Dimethylaniline → HCID 60077508, 화합물

HRID 606352노트

반응식

HRID 606352 반응식
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]

참가 물질

7

반응물 5

HCID 949N,N-DimethylanilineHCID 962WaterHCID 8471TriethylamineHCID 12550982HCID 12550982, 화합물HCID 60077543HCID 60077543, 화합물

생성물 1

HCID 60077508HCID 60077508, 화합물수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-29fe766affdf439f960da66781040bcc
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915295B2

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