Ethanol → HCID 20568271, compound

HRID 1578235Notes

Reaction equation

HRID 1578235 reaction equation
Cl[Si:2]1([CH3:8])[CH2:6][CH2:5][CH:4]([SH:7])[CH2:3]1.[CH2:9]([OH:11])[CH3:10]>C(N(CC)CC)C>[CH2:9]([O:11][Si:2]1([CH3:8])[CH2:6][CH2:5][CH:4]([SH:7])[CH2:3]1)[CH3:10]

Participants

4

Reactant 2

HCID 702EthanolHCID 20568265HCID 20568265, compound

Product 1

HCID 20568271HCID 20568271, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a 0.5 liter 3-neck round-bottom glass flask was charged 16.7 grams (0.10 moles) of 1-chloro-1-methyl-3-mercaptosilacyclopentane and 0.225 liters of ethanol and 10 grams of triethylamine. The mixture was stirred and refluxed for 16-20 hours. The solvent was removed at 50-75 C./10-50 mm and nitrogen bubbled through the liquid residue at 25 C. for an additional 16-20 hours. After standing for two more days at about 25° C., the mixture was filtered to give 12.4 grams of a liquid product analyzed by GLC to be about 93% pure. Based on these analysis, a 65.5 mole % yield was obtained.

Workup

  1. temperaturerefluxed for 16-20 hours
  2. customThe solvent was removed at 50-75 C
  3. custom/10-50 mm and nitrogen bubbled through the liquid residue at 25 C
  4. customAfter standing for two more days at about 25° C.
  5. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-e8c8fed078054e83aacc1826b6905d64
Source dataset
uspto-grants-1981_09
Patent number
US04292234

Reaction notes

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