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

HRID 459424

반응식

HRID 459424 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fcafcc4f67fc42058b0d154e0197b24c
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07193092B2

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