Vinyl Chloride → 1,1,3,3-Tetrachloropropane-1-phosphonic dichloride

HRID 1438903

반응식

HRID 1438903 반응식
[CH:1]([Cl:3])=[CH2:2].[Cl:4][C:5]([Cl:11])(Cl)[P:6]([Cl:9])([Cl:8])=[O:7].[Cl-:12].C([NH+](CC)CC)C>C(#N)C.C1(C(C(C2C=CC=CC=2)O)=O)C=CC=CC=1>[Cl:4][C:5]([Cl:11])([P:6]([Cl:9])([Cl:8])=[O:7])[CH2:2][CH:1]([Cl:12])[Cl:3]

참가 물질

6

반응물 3

HCID 6338Vinyl ChlorideHCID 277422(Trichloromethyl)phosphonic dichlorideHCID 12698378Triethylazanium chloride

생성물 1

HCID 213996861,1,3,3-Tetrachloropropane-1-phosphonic dichloride수율 926.1%

시약·촉매·용매 2

HCID 8400Benzoin촉매HCID 6342Acetonitrile용매

실험 절차

6.25 g (0.1 mole) vinyl chloride, 23.6 g (0.1 mole) trichloromethane phosphonic dichloride, 540 mg (2 mmole) ferric chloride hexahydrate, 412 mg (3 mmole) triethylammonium chloride, and 424 mg (2 mmole) benzoin were heated in 30 ml acetonitrile in an ampoule at 100° during 15 hours. After opening of the ampoule, and evaporating unconverted vinyl chloride, the reaction product was diluted with methylene chloride, washed twice with ice-cold 1N aqueous hydrochloric acid and dried on calcium chloride. The solvent was distilled at atmospheric pressure, and unconverted phosphonic dichloride sublimed at 25 mm and 120°. The remainder was fractionated in vacuo, giving 8.3 g 1,1,3,3-tetrachloropropane-1-phosphonic dichloride, bp/0.1: 66°-67°; containing 70.3% Cl (Calc. for C3H3Cl6OP: 71.0%).

후처리

  1. customevaporating unconverted vinyl chloride
  2. additionthe reaction product was diluted with methylene chloride
  3. washwashed twice with ice-cold 1N aqueous hydrochloric acid
  4. customdried on calcium chloride
  5. distillationThe solvent was distilled at atmospheric pressure, and unconverted phosphonic dichloride
  6. customsublimed at 25 mm and 120°

출처 및 근거

ORD 기록
ord-c0c8d4aa3a0b416aadc30656de867739
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04057579

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