Dichlorodimethylsilane → Neophyldimethylchlorosilane

HRID 487765

반응식

HRID 487765 반응식
[CH2:1](Cl)[C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:4])[CH3:3].[Mg].[CH3:13][Si:14]([CH3:17])(Cl)[Cl:15].[CH2:18]([Mg:28][Cl:29])[C:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:21])[CH3:20]>C1COCC1>[CH2:18]([Mg:28][Cl:29])[C:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:21])[CH3:20].[CH2:1]([Si:14]([CH3:17])([CH3:13])[Cl:15])[C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:4])[CH3:3]

참가 물질

7

반응물 4

HCID 6398DichlorodimethylsilaneHCID 68191Neophyl chlorideHCID 5462224MagnesiumHCID 178418740HCID 178418740, 화합물

생성물 2

HCID 15495441Neophyldimethylchlorosilane수율 73%HCID 178418740HCID 178418740, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Neophylmagnesium chloride was prepared by the careful addition of 500 g (2.96 mol) of neophyl chloride to 75 g (3.125 mol) of magnesium turnings in 1.25 liters of dry THF. A five liter, 4-necked flask equipped with an overhead stirrer, condenser, thermometer and addition funnel was charged with 387 g (3.125 mol) of dimethyldichlorosilane, 3.0 g of cuprous cyanide and 250 ml of THF. Neophylmagnesium chloride was added dropwise from the addition funnel at such a rate as to maintain a gentle reflux. After the 2 hr. addition and additional 1 hr. reflux the reaction mixture was cooled, filtered and the filter cake was washed with hexane (2×250 ml). The combined organic layers were concentrated at reduced pressure and diluted with 100 ml hexane and again filtered. Reduced pressure concentration and distillation of the product gave 493 g (73% of theory) of neophyldimethylchlorosilane.

후처리

  1. customA five liter, 4-necked flask equipped with an overhead stirrer, condenser
  2. additionthermometer and addition funnel
  3. temperatureto maintain a gentle reflux
  4. customAfter the 2 hr
  5. additionaddition and additional 1 hr
  6. temperaturereflux the reaction mixture
  7. temperaturewas cooled
  8. filtrationfiltered
  9. washthe filter cake was washed with hexane (2×250 ml)
  10. concentrationThe combined organic layers were concentrated at reduced pressure
  11. additiondiluted with 100 ml hexane
  12. filtrationagain filtered
  13. concentrationReduced pressure concentration and distillation of the product

출처 및 근거

ORD 기록
ord-2f5ae81ddf22416b815e5848bef48eb0
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05296624

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