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

HRID 333766노트

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HRID 333766 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

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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-3f49432e722541b0a187816e3371d5be
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883786B2

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