Hydrochloric Acid → (4-Aminophenyl)dimethylphosphine oxide hydrochloride

HRID 48929ノート

反応式

HRID 48929 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 21897911(4-Aminophenyl)dimethylphosphine oxide hydrochloride

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-77a666d286ac4a32a05e63399ff51bdf
出典データセット
uspto-grants-2004_03
特許番号
US06706699B2

反応ノート

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