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

HRID 365956

반응식

HRID 365956 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-53b724b373e640f3b1a2566c1fdb3d86
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127570

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