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

HRID 2263522ノート

反応式

HRID 2263522 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 181802555-Amino-2,3-dimethoxyphenol収率 107%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒2 回

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-1c8c47f5623f4f7ba9b39d2a38506b06
出典データセット
uspto-grants-2010_12
特許番号
US07851480B2

反応ノート

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