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

HRID 226208노트

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HRID 226208 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 ballon 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. filtrationThe reaction was filtered through a bed of celite
  2. customevaporated
  3. customthe residue was chromatographed over silica gel (ethyl acetate/hexanes 3:2 gradient to 100% ethyl acetate)
  4. customThe appropriate fractions were evaporated to dryness
  5. customto yield an oil that
  6. additionwas added
  7. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-a1c20588562948399ed3bb6d4a734f4d
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557207B2

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