Triethylamine → 2-Chloro-4-(trifluoromethyl)-benzeneacetic acid methyl ester

HRID 1097864노트

반응식

HRID 1097864 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH2:12][C:13]([OH:15])=[O:14].[CH2:16](N(CC)CC)C.[NH4+].[Cl-]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:16][O:14][C:13](=[O:15])[CH2:12][C:3]1[CH:4]=[CH:5][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]=1[Cl:1]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 120881852-Chloro-4-trifluoromethylphenylacetic acid

생성물 1

HCID 574740532-Chloro-4-(trifluoromethyl)-benzeneacetic acid methyl ester수율 94.4%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

2-Chloro-4-(trifluoromethyl)-benzeneacetic acid (3 g) [CAS Reg. No. 601513-26-2] was dissolved in DCM (30 mL) and methyl chloroformiate (1.18 g, 0.97 mL) followed by triethylamine (1.4 g, 1.93 mL) were added drop by drop. To the mixture was added DMAP (0.154 g) and the yellow mixture was allowed to stir for 1 hour at 0° C. A clear solution was obtained. The mixture was diluted with DCM (30 mL) and was poured into sat. NH4Cl solution. The layers were separated and the aqueous phase was further extracted with 2 portions of DCM. The organic layers were washed with brine, dried over Na2SO4 and evaporated to give the title compound (3.0 g) that was used without further purification. NMR (□, CDCl3): 7.6-7.4 (m, 3H); 3.84 (s, 2H); 3.74 (s, 3H).

후처리

  1. additionwere added drop by drop
  2. customA clear solution was obtained
  3. customThe layers were separated
  4. extractionthe aqueous phase was further extracted with 2 portions of DCM
  5. washThe organic layers were washed with brine
  6. dry with materialdried over Na2SO4
  7. customevaporated

출처 및 근거

ORD 기록
ord-24a7c95decc248fe8e3d4950ff67b420
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143280B2

반응 노트

불러오는 중…