Hydrochloric Acid → 5-Amino-2,3-dimethoxyphenol

HRID 2263522노트

반응식

HRID 2263522 반응식
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([N+:11]([O-])=O)=[CH:5][C:4]=1[OH:14].Cl>CO.[Pd]>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([NH2:11])=[CH:5][C:4]=1[OH:14]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 223268672,3-Dimethoxy-5-nitrophenol

생성물 1

HCID 181802555-Amino-2,3-dimethoxyphenol수율 107%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매2회

실험 절차

A solution of 1.1 g of 2,3-dimethoxy-5-nitrophenol in 45 mL dry methanol with 200 mg of 10% Pd/C (Degussa) was hydrogenated under a hydrogen balloon overnight. The reaction was filtered through a bed of celite and evaporated and the residue was chromatographed over silica gel (ethyl acetate/hexanes 3:2 gradient to 100% ethyl acetate). The appropriate fractions were evaporated to dryness to yield an oil that was taken up in methanol to which methanolic HCl solution was added and the solvent evaporated to yield 1.0 g of the desired product 4,5-dimethoxy-3-hydroxyaniline hydrochloride. MS (m/e): 170 (MH+).

후처리

  1. customballoon overnight
  2. filtrationThe reaction was filtered through a bed of celite
  3. customevaporated
  4. customthe residue was chromatographed over silica gel (ethyl acetate/hexanes 3:2 gradient to 100% ethyl acetate)
  5. customThe appropriate fractions were evaporated to dryness
  6. customto yield an oil that
  7. additionwas added
  8. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-1c8c47f5623f4f7ba9b39d2a38506b06
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851480B2

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