Iodine → Bis-(2,4-dimethylphenyl)chlorophosphine

HRID 459424

反応式

HRID 459424 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH3:9].[Mg].II.N([P:18]([Cl:20])Cl)(CC)CC>CCOCC.C1COCC1>[CH3:9][C:3]1[CH:4]=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=1[P:18]([C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH3:9])[Cl:20]

参加物

7

反応物 4

HCID 807IodineHCID 68503Benzene, 1-bromo-2,4-dimethyl-HCID 2733289Dichloro(diethylamino)phosphineHCID 5462224Magnesium

生成物 1

HCID 11623258Bis-(2,4-dimethylphenyl)chlorophosphine

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 2.92 ml (2161 mmol) of 4-bromo-1,3-dimethylbenzene in 3 ml of Et2O were added at 0° C. to a suspension of 0.5 g (20.56 mmol) of magnesium turnings in 7 ml of THF and 7 ml of Et2O and also a crystal of iodine. The mixture was heated to room temperature, stirred further overnight and slowly added dropwise at 0° C. to a solution of 1.5 ml (10.31 mmol) of Et2NPCl2 in 8 ml of THF. The mixture was heated to room temperature and the solvent was subsequently removed under reduced pressure. After adding 60 ml of hexane, the mixture was filtered through Celite under argon and admixed with hydrogen chloride for 1 hour. After degassing, the resulting solids were filtered off under argon and dried. Yield: 1.4 g (58.3% of theory). 1H NMR (400 MHz, CDCl3) δ, 7.40 (d, Jmeta=4.5 Hz, 2H, arom.), 7.2 (m, 4H, arom.), 2.5 (d, JPH=2.0 Hz, 6H, CH3), 2.4 (s, 6H, CH3). 31P NMR (161.974 MHz, CDCl3) δ, 75.6.

後処理

  1. temperatureThe mixture was heated to room temperature
  2. customthe solvent was subsequently removed under reduced pressure
  3. additionAfter adding 60 ml of hexane
  4. filtrationthe mixture was filtered through Celite under argon
  5. waitadmixed with hydrogen chloride for 1 hour
  6. customAfter degassing
  7. filtrationthe resulting solids were filtered off under argon
  8. customdried

出典と根拠

ORDレコード
ord-fcafcc4f67fc42058b0d154e0197b24c
出典データセット
uspto-grants-2007_03
特許番号
US07193092B2

関連ノート

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