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2-Nitro-4-chloro-6-methylanisole → 5-Chloro-2-methoxy-3-methylaniline

HRID 1166228
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인쇄 미리보기

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HRID 1166228 반응식
[N+:1]([C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[O:12][CH3:13])([O-])=O>C(O)C.[Pt]>[NH2:1][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[O:12][CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 229976382-Nitro-4-chloro-6-methylanisole

생성물 1

HCID 229976575-Chloro-2-methoxy-3-methylaniline수율 90.3%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 702Ethanol용매

실험 절차

A suspension of 2-nitro-4-chloro-6-methylanisole (16 g) and 10% Pt(S)/C (1.6 g) in ethanol was hydrogenated at 50 psi for 3 hours. After filtration and concentration, purification by flash chromatography over silica gel (eluted with 10% ethyl acetate in hexanes) gave 12.3 g (90%) of 2-amino-4-chloro-6-methylanisole. 1H NMR (300 MHz, CDCl3) δ6.58 (d, J=2.4 Hz, 1 H), 6.53 (d, J=2.4 Hz, 1 H), 3.77 (s, 3 H), 2.22 (s, 3 H).

후처리

  1. filtrationAfter filtration and concentration, purification by flash chromatography over silica gel (eluted with 10% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-a6bf4dbab8824843a91118885753762c
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06613786B2

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