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

HRID 968800노트

반응식

HRID 968800 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].[Br:12]N1C(=O)CCC1=O>CN(C=O)C>[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([Br:12])=[CH:9][C:10]=1[CH3:11])[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 83.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3-amino-4-methylbenzoic acid (13) (5.1525 g, 34.08 mmol)) and DMF (30 mL) is cooled to about 5° C., whereupon N-bromosuccinimide (6.230 g, 35 mmol) is added in small portions, at a rate such that the reaction temperature stays below 10° C. The reaction mixture is then stirred at ambient temperature for about 3 hours and is then added to ice water (150 mL). The solids that form are filtered and dried to provide 3-Amino-6-bromo-4-methylbenzoic Acid (19) (6.5439 g, 83% yield).

후처리

  1. additionis added in small portions, at a rate such that the reaction temperature
  2. customstays below 10° C
  3. filtrationThe solids that form are filtered
  4. customdried

출처 및 근거

ORD 기록
ord-a8e0fddb530d4d9b8b66c5f87d6aa30f
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304084B2

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