Bromine → 2-Amino-5-bromo-4-chlorobenzoic acid

HRID 56453

반응식

HRID 56453 반응식
[NH2:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Br:12]Br>CO>[NH2:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([Br:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

4

반응물 2

HCID 24408BromineHCID 666462-Amino-4-chlorobenzoic acid

생성물 1

HCID 196120502-Amino-5-bromo-4-chlorobenzoic acid수율 62%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
-78 °C

실험 절차

To a solution of 2-amino-4-chlorobenzoic acid (10.0 g, 58.5 mmol) in methanol (150 mL) was added bromine (15.7 mL) at −78° C., and the reaction mixture was stirred at −78° C. for 2 hours. The reaction mixture was quenched with ice water (100 mL) and aq. sodium thiosulfate, 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 compound (9 g, 62%).

후처리

  1. customThe reaction mixture was quenched with ice water (100 mL) and aq. sodium thiosulfate
  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-44013421d599483bb0aac41262e9b366
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434700B2

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