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

HRID 1991184노트

반응식

HRID 1991184 반응식
[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]

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 10313229titanium(III) trichloride촉매HCID 887Methanol용매HCID 962Water용매

실험 절차

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].

후처리

  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

출처 및 근거

ORD 기록
ord-e63ccfe4cc1248a49c98b13a8a41c49c
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07645784B2

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