Acetyl chloride → Methyl 3-bromo-5-hydroxybenzoate

HRID 1051064ノート

反応式

HRID 1051064 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 53216607Methyl 3-bromo-5-hydroxybenzoate収率 98.8%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-6e455b4139de435d90538567cb120cc0
出典データセット
uspto-grants-2016_07
特許番号
US09388147B2

反応ノート

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