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

HRID 226208ノート

反応式

HRID 226208 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 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+).

後処理

  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

出典と根拠

ORDレコード
ord-a1c20588562948399ed3bb6d4a734f4d
出典データセット
uspto-grants-2009_07
特許番号
US07557207B2

反応ノート

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