Hydrochloric Acid → (4-Aminophenyl)dimethylphosphine oxide hydrochloride

HRID 48929

반응식

HRID 48929 반응식
[CH3:1][P:2]([CH3:13])([C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][CH:5]=1)=[O:3].CCO.[ClH:17]>[Pd]>[ClH:17].[CH3:1][P:2]([CH3:13])([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 218979121-(Dimethyl-phosphinoyl)-4-nitro-benzene

생성물 1

HCID 21897911(4-Aminophenyl)dimethylphosphine oxide hydrochloride

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A suspension of 1-(Dimethyl-phosphinoyl)-4-nitro-benzene (2.04 g, 10.2 mmol) and 10% palladium on carbon (0.411 g) in 103 mL of absolute EtOH containing 1.15 mL (11.4 mmol) of conc. HCl was flushed with H2 and stirred at ambient temperature (H2 balloon) for 2 h. The reaction mixture was filtered through Celite, the Celite washed with EtOH, and the combined filtrates concentrated to provide the crude product. Recrystallization from boiling iPrOH (10 mL) provided, after several crops, 1.17 g of an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ 7.61 (dd, J-=11.1, 8.4 Hz, 2H), 7.04 (dd, J=8.4, 2.0 Hz, 2H), 1.64 (s, 3H), 1.60 (s, 3H). 31P NMR (121 MHz, DMSO-d6) δ 39.299.

후처리

  1. customwas flushed with H2
  2. filtrationThe reaction mixture was filtered through Celite
  3. washthe Celite washed with EtOH
  4. concentrationthe combined filtrates concentrated

출처 및 근거

ORD 기록
ord-77a666d286ac4a32a05e63399ff51bdf
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706699B2

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