Water → 3-Hydroxy-4-nitrophenyl acetate

HRID 337358노트

반응식

HRID 337358 반응식
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([O:14]C(=O)C)[CH:6]=1)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].O>C(Cl)(Cl)Cl>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([OH:14])[CH:6]=1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 543636721,3-Benzenediol, 4-nitro-, 1,3-diacetate

생성물 1

HCID 201396903-Hydroxy-4-nitrophenyl acetate수율 74%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 4-nitro-1,3-phenylene diacetate (1.0 g) in chloroform (25 mL) was added aluminium chloride (2.23 g) with ice-cooling under nitrogen atmosphere. The reaction mixture was warmed to room temperature and stirred for 3 h. Then to the reaction mixture was added water (100 mL) and extracted with methylene chloride (30 mL×2). The combined organic layer was washed with 1N hydrochloric acid (25 mL) and saturated brine (25 mL) successively, dried over anhydrous sodium sulfate and was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using hexane/ethyl acetate (20:1) to give the title compound (610 mg).

후처리

  1. temperaturecooling under nitrogen atmosphere
  2. extractionextracted with methylene chloride (30 mL×2)
  3. washThe combined organic layer was washed with 1N hydrochloric acid (25 mL) and saturated brine (25 mL) successively
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationwas concentrated under reduced pressure
  6. customThe residue was purified by column chromatography over silica gel

출처 및 근거

ORD 기록
ord-f03343f9da814c78901e2d58476f63b9
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889727B2

반응 노트

불러오는 중…