4-Chloro-2-nitrobenzyl alcohol → (2-Amino-4-chlorophenyl)methanol

HRID 977187

반응식

HRID 977187 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[C:4]([N+:10]([O-])=O)[CH:3]=1.[H][H]>CO.[Pt]>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[C:4]([CH:3]=1)[NH2:10]

참가 물질

5

반응물 2

HCID 899564-Chloro-2-nitrobenzyl alcoholHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 4134900(2-Amino-4-chlorophenyl)methanol수율 100%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 887Methanol용매

실험 절차

To a solution of 4-chloro-2-nitro benzyl alcohol (25.00 g) in methanol (1 ltr) under nitrogen at room temperature, was added platinum on sulfided carbon (2.5 g, 10% by wt). The reaction mixture was shaken under 50 psi of hydrogen until the theoretical uptake of hydrogen had occurred. Filtration, then removal of the solvent in vacuo afforded the desired compound as a solid (21.00 g). δ (360 MHz, DMSO-d6) 4.35 (2H, d, J=4.95 Hz, CH2OH), 5.17 (1H, t, J=4.95 Hz, CH2OH), 6.77 (1H, dd, J=7.98 Hz, J=2.18 Hz, 4-H), 7.06 (1H, d, J=2.18 Hz, 6-H), 7.18 (1H, d, J=7.98 Hz, 3-H), 8.08 (1H, bs, NH2), 8.47 (1H, bs, NH).

후처리

  1. filtrationFiltration
  2. customremoval of the solvent in vacuo

출처 및 근거

ORD 기록
ord-cf379bf4b10f44d29cf3b59deab7b83e
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05614532

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