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

HRID 1020518Notes

Reaction equation

HRID 1020518 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:16])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[SH:18][CH2:19][CH2:20][CH2:21][SiH2:22][CH:23]([O:26][CH3:27])[O:24][CH3:25]>C1(C)C=CC=CC=1>[C:8]([S:18][CH2:19][CH2:20][CH2:21][SiH2:22][CH:23]([O:26][CH3:27])[O:24][CH3:25])(=[O:16])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 8124Octanoyl chlorideHCID 8471TriethylamineHCID 169231HCID 169231, compound

Product 1

HCID 71417114S-{3-[(Dimethoxymethyl)silyl]propyl} octanethioateYield 95%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a four-necked flask of 1 L, 18.0 g of 3-mercaptopropyl dimethoxymethyl silane and 11.1 g of triethylamine are dissolved in 300 mL of toluene under a nitrogen atmosphere. To this solution is added 16.2 g of octanoic acid chloride dropwise over 30 minutes, which is stirred for 2 hours. Thereafter, the precipitates are filtered off and the solvent is removed by a rotary evaporator at 20 hPa/40° C. to obtain 29.0 g of 3-octanoylthio-propyl dimethoxymethyl silane.

Workup

  1. filtrationThereafter, the precipitates are filtered off
  2. customthe solvent is removed by a rotary evaporator at 20 hPa/40° C.

Sources & evidence

ORD record
ord-bc42928926bf407fb57ed9f5e1e66dac
Source dataset
uspto-grants-2014_05
Patent number
US08716375B2

Reaction notes

Loading…