Methanol → 5-Bromo-2-hydroxy-3-methylbenzoic acid

HRID 391443

반응식

HRID 391443 반응식
[OH:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Br:12]Br.O.CO>C(O)(=O)C>[Br:12][C:8]1[CH:9]=[C:10]([CH3:11])[C:2]([OH:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

참가 물질

6

반응물 4

HCID 887Methanol2회HCID 962WaterHCID 67383-Methylsalicylic AcidHCID 24408Bromine

생성물 1

HCID 27643455-Bromo-2-hydroxy-3-methylbenzoic acid

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a mixture of 2-hydroxy-3-methylbenzoic acid (2.1 g, 13.5 mmol) in acetic acid (30 mL) was added bromine (0.7 mL, 13.7 mmol) slowly over 5 minutes. After 24 h, water was added slowly to the reaction mixture and the reaction stirred for 30 min. The resulting precipitate was collected by filtration and washed several times with water. The product was dried overnight under high vacuum to afford 2.8 g (90%). LC/MS: tR=2.86 min, 229.14 (MH)+. (Phenomenex C18 4.6×50 mm, 10% MeOH/90% H2O/0.1% TFA→90% MeOH/10% H2O/0.1% TFA, Gradient time=4 min., Flow rate=4 mL/min.).

후처리

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed several times with water
  3. customThe product was dried overnight under high vacuum
  4. customto afford 2.8 g (90%)

출처 및 근거

ORD 기록
ord-c43b7d30147e43818ccab92c88f481e1
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383821B2

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