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

HRID 459425

反応式

HRID 459425 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: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]

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

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 (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.

後処理

  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

出典と根拠

ORDレコード
ord-9f93fb23994e4224abf00c391f2229eb
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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