N-bromobutanimide → 5-Amino-2-bromo-4-methylbenzoic acid

HRID 1037141노트

반응식

HRID 1037141 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].C1C(=O)N([Br:19])C(=O)C1>CN(C=O)C>[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([Br:19])=[C:4]([CH:3]=1)[C:5]([OH:7])=[O:6]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 755683-Amino-4-methylbenzoic acid

생성물 1

HCID 533302755-Amino-2-bromo-4-methylbenzoic acid수율 81.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a cooled solution (5° C.) of 3-amino-4-methylbenzoic acid (3.02 g, 20 mmol) in DMF (20 mL) was added NBS (3.38 g, 19 mmol) in small portions at such a rate that the reaction mixture temperature was kept below 15° C. After being stirred for one hour, the reaction mixture was poured onto ice water (100 mL) with stirring. The solid formed was collected by filtration, and the filter cake was washed with ice water (3×100 mL) and then dried at 60° C. under high vacuum to give 5-amino-2-bromo-4-methylbenzoic acid (3.55 g, yield 77.5%) as a pink solid. MS: m/z=230.0 (M+1, ESI+).

후처리

  1. customwas kept below 15° C
  2. additionthe reaction mixture was poured onto ice water (100 mL)
  3. stirringwith stirring
  4. customThe solid formed
  5. filtrationwas collected by filtration
  6. washthe filter cake was washed with ice water (3×100 mL)
  7. customdried at 60° C. under high vacuum

출처 및 근거

ORD 기록
ord-797f07373c71439bb260691f826dd71e
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546357B2

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