Acetyl chloride → Methyl 3-bromo-5-hydroxybenzoate

HRID 1051064노트

반응식

HRID 1051064 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([OH:11])[CH:10]=1)[C:5]([OH:7])=[O:6].[C:12](Cl)(C)=O>CO.CC(=O)OCC>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([OH:11])[CH:10]=1)[C:5]([O:7][CH3:12])=[O:6]

참가 물질

5

반응물 2

HCID 6367Acetyl chlorideHCID 157355113-Bromo-5-hydroxybenzoic acid

생성물 1

HCID 53216607Methyl 3-bromo-5-hydroxybenzoate수율 98.8%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a flask containing 3-bromo-5-hydroxybenzoic acid (2.0 g, 9.2 mmol) in anhydrous MeOH (10 mL) at 0° C. under N2 was added AcCl (912 μL, 12.9 mmol). The reaction mixture was allowed to warm to room temperature overnight. The mixture was diluted with EA and washed with NaHCO3. The organic layers were dried and concentrated to provide 2.1 g (97%) of methyl 3-bromo-5-hydroxybenzoate as a white solid. LCMS-ESI (m/z) calculated for C8H7BrO3: 231.04. found 232.9 [M+H]+, tR=3.06 min.

후처리

  1. washwashed with NaHCO3
  2. customThe organic layers were dried
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6e455b4139de435d90538567cb120cc0
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388147B2

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