Bromine → 6-Amino-3-bromo-2-fluorobenzoic acid

HRID 56474

반응식

HRID 56474 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:3]=1[C:4]([OH:6])=[O:5].[Br:12]Br>CO>[NH2:1][C:2]1[C:3]([C:4]([OH:6])=[O:5])=[C:7]([F:11])[C:8]([Br:12])=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 5211422-Amino-6-fluorobenzoic acid

생성물 1

HCID 670809056-Amino-3-bromo-2-fluorobenzoic acid수율 50%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
-78 °C

실험 절차

To a solution of 2-amino-6-fluorobenzoic acid (12.0 g, 77.35 mmol) in methanol (150 mL) was added bromine (15.7 mL) at −78° C., and the mixture was stirred 2 hours at −78° C. The reaction mixture was quenched with ice-water (100 mL) and aqueous solution of sodium sulfothioate, and extracted with ethyl acetate (150 mL×3). The organic layers were separated, combined, washed with water (100 mL) and brine (100 mL), dried over sodium sulfate, filtered and concentrated to afford the title crude product (9.0 g, 50%). MS (ES+) C7H5BrFNO2 requires: 232, found: 233, 235 [M+H]+.

후처리

  1. customThe reaction mixture was quenched with ice-water (100 mL) and aqueous solution of sodium sulfothioate
  2. extractionextracted with ethyl acetate (150 mL×3)
  3. customThe organic layers were separated
  4. washwashed with water (100 mL) and brine (100 mL)
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3be058ae97094217b22ec234aab109a0
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434700B2

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