Benzene, 1-(1-methylethenyl)-3-nitro- → 3-Isopropylaniline

HRID 326613

반응식

HRID 326613 반응식
[CH3:1][C:2]([C:4]1[CH:5]=[C:6]([N+:10]([O-])=O)[CH:7]=[CH:8][CH:9]=1)=[CH2:3].[H][H]>[Pd]>[CH3:1][CH:2]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[NH2:10])[CH3:3]

참가 물질

4

반응물 2

HCID 6432621Benzene, 1-(1-methylethenyl)-3-nitro-HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 4586793-Isopropylaniline수율 78.1%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

Treatment of 3-nitroacetophenone (10 g) with methyltriphenyl phosphonium bromide (28 g) and n-butyllithium in hexane (78.4 mmol), as described in Example 1a, gave 3-(1-methylethenyl)nitrobenzene (9.5 g), δ (60 MHz, CDCl3) 2.1 (3H, s, CH3), 5.2 and 5.5 (2H, 2s, CH2), 7.2 to 8.2 (4H, m, ArH). Treatment of the above 3-(1-methylethenyl)nitrobenzene (9.5 g) with hydrogen and palladium on carbon (10%, 1.9 g) as described in Example 1a, gave 3-(1-methylethyl)aniline (6.15 g), δ (60 MHz, CDCl3) 1.1 (6H, d, (CH3)2), 2.6 (1H, m, CH) 3.4 (2H, bs, NH2) and 6.1 to 7.0 (4H, m, ArH).

출처 및 근거

ORD 기록
ord-6158aa0017284402999506bbe8a47de3
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05270309

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