1-(4-Methylphenyl)-2-nitroethanol → 2-Amino-1-(4-methylphenyl)ethan-1-ol

HRID 1028498

반응식

HRID 1028498 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:13])[CH2:9][N+:10]([O-])=O)=[CH:4][CH:3]=1>CCO.[Pd]>[NH2:10][CH2:9][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)[OH:13]

참가 물질

4

반응물 1

HCID 114808201-(4-Methylphenyl)-2-nitroethanol

생성물 1

HCID 35199292-Amino-1-(4-methylphenyl)ethan-1-ol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A suspension of 10% Pd/C (24 mg) in a solution of 1-(4-methylphenyl)-2-nitroethanol (50 mg, 0.276 mmol) in absolute EtOH (1 mL) was stirred overnight at room temperature under 15 psi of H2. The reaction mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo to afford 2-amino-1-(4-methylphenyl)ethanol as an oil. LCMS calc.=152.10; found=152 (M+1)+. 1H NMR (CDCl3, 500 MHz) δ 7.20 (d, J=8.0 Hz, 2H), 7.13 (d, J=8.0 Hz, 2H), 4.57 (dd, J=7.9, 3.9 Hz, 1H), 2.86 (dd, J=12.7, 3.9 Hz, 1H), 2.76 (dd, J=12.7, 7.9 Hz, 1H), 2.33 (s, 3H).

후처리

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-9038960a80004095859a16a1ee082ebb
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735435B2

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