Hydrochloric Acid → 2-Acetoxy-5-bromo-6-methylbenzoic acid

HRID 365956

反応式

HRID 365956 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[C:7]([CH3:12])[C:3]=1[C:4]([OH:6])=[O:5].[C:13](OC(=O)C)(=[O:15])[CH3:14].N1C=CC=CC=1.Cl>O.C(OCC)(=O)C>[C:13]([O:1][C:2]1[CH:10]=[CH:9][C:8]([Br:11])=[C:7]([CH3:12])[C:3]=1[C:4]([OH:6])=[O:5])(=[O:15])[CH3:14]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 110534513-Bromo-6-hydroxy-2-methylbenzoic acid

生成物 1

HCID 110111492-Acetoxy-5-bromo-6-methylbenzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1B (6.93 g, 30 mmol), acetic anhydride (3.5 ml, 36 mmol) and pyridine (15 ml) is heated under reflux with stirring for 16 hours. The reaction mixture is diluted with water and ethyl acetate. The organic phase is acidified with dilute hydrochloric acid and washed with water twice. The organic phase is concentrated in vacuo and the residue is purified by flash chromatography (dichloromethane:methanol, 9:1 v/v) yielding the pure product as a yellow oil, 7.4 g, (90.3%).

後処理

  1. temperatureis heated
  2. temperatureunder reflux
  3. washwashed with water twice
  4. concentrationThe organic phase is concentrated in vacuo
  5. customthe residue is purified by flash chromatography (dichloromethane:methanol, 9:1 v/v)

出典と根拠

ORDレコード
ord-53b724b373e640f3b1a2566c1fdb3d86
出典データセット
uspto-grants-2000_10
特許番号
US06127570

関連ノート

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