Water → Methyl 4-acetamido-3-hydroxybenzoate

HRID 270124

반응식

HRID 270124 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[N+:12]([O-])=O)[C:5]([O:7][CH3:8])=[O:6].[H][H].O.[C:18](OC(=O)C)(=[O:20])[CH3:19]>C1COCC1.[Pd]>[C:18]([NH:12][C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[OH:1])(=[O:20])[CH3:19]

참가 물질

7

반응물 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 294866Methyl 3-hydroxy-4-nitrobenzoateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 22627408Methyl 4-acetamido-3-hydroxybenzoate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
65 °C

실험 절차

A solution of methyl 3-hydroxy-4-nitrobenzoate (0.78 g, 3.96 mmol) in THF (40 ml) with Pd on charcoal (10%, 0.15 g) was stirred in the atmosphere of hydrogen at atmospheric pressure overnight. The mixture was filtered through celite. The solvent was removed in vacuo. The residue was taken into water (20 ml), and acetic anhydride (0.5 ml, 5.29 mmol) was added. The mixture was vigorously stirred at 65° C. for 30 min. After cooling to room temperature, the precipitate was collected by filtration, washed with water, and dried. White powder (0.64 g, 77%).

후처리

  1. filtrationThe mixture was filtered through celite
  2. customThe solvent was removed in vacuo
  3. additionwas added
  4. temperatureAfter cooling to room temperature
  5. filtrationthe precipitate was collected by filtration
  6. washwashed with water
  7. customdried

출처 및 근거

ORD 기록
ord-d16811778448467883d1efc1d438fa79
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449475B2

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