Iodine → (Diethylamino)-bis(2,4-dimethylphenyl)phosphine

HRID 459425

반응식

HRID 459425 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH3:9].[Mg].II.[N:13]([P:18](Cl)Cl)([CH2:16][CH3:17])[CH2:14][CH3:15]>CCOCC.C1COCC1>[CH2:14]([N:13]([P:18]([C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH3:9])[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH3:9])[CH2:16][CH3:17])[CH3:15]

참가 물질

7

반응물 4

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

생성물 1

HCID 23064861(Diethylamino)-bis(2,4-dimethylphenyl)phosphine

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 2.92 ml (21.61 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 5–10° C., stirred for a further 2 hours and the solvent was subsequently removed under reduced pressure. After adding 60 ml of hexane, the mixture was filtered through Celite under argon and the solvent was subsequently removed under reduced pressure. Yield: 1.37 g (59% of theory). 1H NMR (400 MHz, CDCl3) δ, 6.9 (m, 6H), 3.03 (m, 4H, CH2), 2.20 (s, 12H, CH3), 0.81 (t, 3J=7.0 Hz, 6H, CH3) 31P NMR (161.9 MHz, CDCl3) δ, 47.8.

후처리

  1. temperatureThe mixture was heated to 5–10° C.
  2. stirringstirred for a further 2 hours
  3. customthe solvent was subsequently removed under reduced pressure
  4. additionAfter adding 60 ml of hexane
  5. filtrationthe mixture was filtered through Celite under argon
  6. customthe solvent was subsequently removed under reduced pressure

출처 및 근거

ORD 기록
ord-9f93fb23994e4224abf00c391f2229eb
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07193092B2

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