Sodium Bicarbonate → 2-[(2-Amino-6-bromophenyl)amino]ethanol

HRID 1991184ノート

反応式

HRID 1991184 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[NH:11][CH2:12][CH2:13][OH:14].C(=O)(O)[O-].[Na+]>CO.O.[Cl-].[Cl-].[Cl-].[Ti+3]>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[C:3]=1[NH:11][CH2:12][CH2:13][OH:14]

参加物

6

反応物 2

HCID 516892Sodium BicarbonateHCID 112539952-[(2-Bromo-6-nitrophenyl)amino]ethanol

生成物 1

HCID 112069902-[(2-Amino-6-bromophenyl)amino]ethanol収率 93%

試薬・触媒・溶媒 3

HCID 10313229titanium(III) trichloride触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 2-[(2-bromo-6-nitrophenyl)amino]ethanol (1.95 g, 7.5 mmol) in a mixture of methanol (30 mL) and water (15 mL) sodium acetate trihydrate (56 g) was added. To this mixture titanium trichloride (65 mL, as 15% solution in 10% aqueous HCI) was added drop-wise over period of 20 min. The resulting dark solution was allowed to stir for additional 2 h, and then carefully neutralized with saturated aqueous sodium bicarbonate. The solids were filtered off, and washed with ethyl acetate. The combined organic phase was washed with water and brine, dried over Na2SO4 and concentrated yielding 2-[(2-amino-6-bromophenyl)amino]ethanol as pale-yellow oil (1.61 g, 93%) that was used in the next step without further purification. MS (ESI) m/z: 231.01[M+H].

後処理

  1. additionwas added
  2. filtrationThe solids were filtered off
  3. washwashed with ethyl acetate
  4. washThe combined organic phase was washed with water and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-e63ccfe4cc1248a49c98b13a8a41c49c
出典データセット
uspto-grants-2010_01
特許番号
US07645784B2

反応ノート

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