Boron trifluoride etherate → Ethyl 2-(4-amino-2-fluorophenyl)acetate

HRID 1389109노트

반응식

HRID 1389109 반응식
[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([OH:12])=[O:11].B(F)(F)F.[CH3:17][CH2:18]OCC>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([O:12][CH2:17][CH3:18])=[O:11]

참가 물질

4

반응물 2

HCID 8000Boron trifluoride etherateHCID 187943492-(4-Amino-2-fluorophenyl)acetic acid

생성물 1

HCID 15840528Ethyl 2-(4-amino-2-fluorophenyl)acetate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 8.2 g. of 2-fluoro-4-aminophenylacetic acid, 150 ml. of absolute ethanol, and 3 ml. of boron trifluoride etherate is heated to reflux for 15 hours. The solution is concentrated by distillation and then evaporated to dryness in vacuo. The residue is dissolved in ethyl ether, washed with aqueous sodium bicarbonate dried and evaporated to yield ethyl 2-fluoro-4-aminophenylacetate. A mixture of 5.0 g. of this amine, 9.4 g. of 1-bromohexadecane, 4.2 g. of anhydrous potassium carbonate and 40 ml. of hexamethylphosphoramide is heated at 80° C. for 7 hours. The mixture is then cooled, diluted with water, and extracted with ethyl ether. The ether extracts are washed with water, dried and evaporated. The residue is recrystallized from a mixture of chloroform and hexane, yielding ethyl 2-fluoro-4-(hexadecylamino)phenylacetate.

후처리

  1. temperatureto reflux for 15 hours
  2. concentrationThe solution is concentrated by distillation
  3. customevaporated to dryness in vacuo
  4. dissolutionThe residue is dissolved in ethyl ether
  5. washwashed with aqueous sodium bicarbonate
  6. customdried
  7. customevaporated

출처 및 근거

ORD 기록
ord-2230d1c91d4b4619a4d42646b17d8c06
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04243609

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