4-Methyl-3-nitrobenzeneboronic acid → (3-Amino-4-methylphenyl)boronic acid

HRID 724430

반응식

HRID 724430 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][C:3]=1[N+:11]([O-])=O>CO.[Pd]>[NH2:11][C:3]1[CH:4]=[C:5]([B:8]([OH:10])[OH:9])[CH:6]=[CH:7][C:2]=1[CH3:1]

참가 물질

4

반응물 1

HCID 27735154-Methyl-3-nitrobenzeneboronic acid

생성물 1

HCID 2737803(3-Amino-4-methylphenyl)boronic acid수율 91%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 4-methyl-3-nitro-phenyl boronic acid (3.34 g, 18.45 mmol) and 10% Pd/C (334 mg) in MeOH (30 ml) was hydrogenated (1 atm.) at 23° C. After 22 h the reaction mixture was filtered through celite and concentrated to give 3-amino-4-methyl phenyl boronic acid (2.53 g, 91%). 1H N (300 MHz, DMSO-d6) δ 7.21 (s, 1H), 7.08 (d, 1H, J=7.5 Hz), 6.92 (d, 1H, J=7.46 Hz), 4.81 (bs, 2H), 2.09 (s, 3H). MS (ESI) [M+H]/z Calc'd 152. found 152.

후처리

  1. customat 23° C
  2. filtrationAfter 22 h the reaction mixture was filtered through celite and
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3d0a68c7a55748879fdfccee7c7805fa
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141587B2

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