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Octanoyl chloride → S-{3-[(Dimethoxymethyl)silyl]propyl} octanethioate

HRID 1851146
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HRID 1851146 반응식
[C:1](Cl)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[SH:11][CH2:12][CH2:13][CH2:14][SiH2:15][CH:16]([O:19][CH3:20])[O:17][CH3:18].C(N(CC)CC)C>C1CCCCC1>[C:1]([S:11][CH2:12][CH2:13][CH2:14][SiH2:15][CH:16]([O:19][CH3:20])[O:17][CH3:18])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]
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참가 물질

5

반응물 3

HCID 8124Octanoyl chlorideHCID 8471TriethylamineHCID 169231HCID 169231, 화합물

생성물 1

HCID 71417114S-{3-[(Dimethoxymethyl)silyl]propyl} octanethioate수율 96%

시약·촉매·용매 1

HCID 8078Cyclohexane용매

실험 절차

Octanoyl chloride (18.0 g, 0.111 mol) is added dropwise over 30 minutes to a solution of 3-mercaptopropyldimethoxymethylsilane F with CAS number [31001-77-1] (20.0 g, 0.111 mol) and triethylamine (11.2 g, 0.111 mol) in cyclohexane (200 mL) kept at 5° C. under an inert atmosphere. The temperature of the reaction medium remains between 5 and 8° C. The reaction medium is then stirred for 15 hours at room temperature. The precipitate of triethylamine hydrochloride Et3N.HCl is filtered over celite. After evaporating the solvents under reduced pressure at 25° C., S-octanoylmercaptopropyldimethoxymethylsilane G with CAS number [828241-23-2] (32.6 g, 0.106 mol) is obtained in the form of a colourless oil with a yield of 96%.

후처리

  1. customkept at 5° C. under an inert atmosphere
  2. customremains between 5 and 8° C
  3. filtrationThe precipitate of triethylamine hydrochloride Et3N.HCl is filtered over celite
  4. customAfter evaporating the solvents under reduced pressure at 25° C.

출처 및 근거

ORD 기록
ord-f23447e5a2ed4f799c54c86e71cde94f
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957155B2

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