1-Chloro-4-(trifluoromethyl)benzene → 2-(2-Fluorobenzyloxy)ethyl-2-[4-(4-trifluoromethylphenoxy)phenoxy]propionate

HRID 325594

반응식

HRID 325594 반응식
[F:1][C:2]1[CH:24]=[CH:23][CH:22]=[CH:21][C:3]=1[CH2:4][O:5][CH2:6][CH2:7][O:8][C:9](=[O:20])[CH:10]([O:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)[CH3:11].C(=O)([O-])[O-].[K+].[K+].[F:31][C:32]([F:41])([F:40])[C:33]1[CH:38]=[CH:37][C:36](Cl)=[CH:35][CH:34]=1>CN(C)C=O>[F:1][C:2]1[CH:24]=[CH:23][CH:22]=[CH:21][C:3]=1[CH2:4][O:5][CH2:6][CH2:7][O:8][C:9](=[O:20])[CH:10]([O:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][C:36]2[CH:37]=[CH:38][C:33]([C:32]([F:41])([F:40])[F:31])=[CH:34][CH:35]=2)=[CH:17][CH:18]=1)[CH3:11]

참가 물질

5

반응물 3

HCID 73941-Chloro-4-(trifluoromethyl)benzeneHCID 11430Potassium CarbonateHCID 132789222-(2-Fluorobenzyloxy)ethyl-2-(4-hydroxyphenoxy)propionate

생성물 1

HCID 131321882-(2-Fluorobenzyloxy)ethyl-2-[4-(4-trifluoromethylphenoxy)phenoxy]propionate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
95 °C

실험 절차

33.4 g of 2-(2-fluorobenzyloxy)ethyl-2-(4-hydroxyphenoxy)propionate was dissolved in 120 ml of dimethylformamide, 15.2 g of potassium carbonate were added thereto, then the mixture was heated at 95° C. for one hour with stirring. 27.1 g of 4-trifluoromethyl chlorobenzene were added to the solution which was then heated to 95° to 100° C. for five hours. After cooling the reaction solution to room temperature, it was poured into ice-water, then extracted with toluene. The toluene layer was washed successively with 1% strength by weight sodium hydroxide solution and water, and was dried and filtered. The toluene was distilled off under reduced pressure, and further volatile by-products were removed at 100° C./0.1 mmHg. The end product of 2-(2-fluorobenzyloxy)ethyl-2-[4-(4-trifluoromethylphenoxy)phenoxy]propionate was obtained in a yield of 20.7 g. (nD20 1.5235)

후처리

  1. temperaturewas then heated to 95° to 100° C. for five hours
  2. temperatureAfter cooling the reaction solution to room temperature
  3. extractionextracted with toluene
  4. washThe toluene layer was washed successively with 1% strength by weight sodium hydroxide solution and water
  5. customwas dried
  6. filtrationfiltered
  7. distillationThe toluene was distilled off under reduced pressure, and further volatile by-products
  8. customwere removed at 100° C./0.1 mmHg

출처 및 근거

ORD 기록
ord-917c4f4b5fc74a62becab5a37151707f
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04441913

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