Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 178455454 | HCID 178455454 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178455455 | HCID 178455455 | 106.1% |
Reaction Steps
To an ice-cooled solution of 27.6 g (107 mmol) trans-[4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-methanol and 9.99 ml (128 mmol) of methanesulfonyl chloride in 350 ml of dichloromethane was added under stirring at 0-10° C. 29.6 ml (213 mmol) triethylamine within 20 minutes. The reaction-mixture was then stirred for 1 hour at room temperature. It was then partitioned between dichloromethane, 1N HCl and water. The dichloromethane-phase was dried over magnesium sulfate and concentrated to yield 38.2 g crude trans-methanesulfonic acid 4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexylmethyl ester as colorless viscous oil, MS: 354 (M+NH4+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06953806B2 |
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| Source dataset | uspto-grants-2005_10 |
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| ORD ID | ord-8f18bdacc9b942fab17f205fa485e23c |
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| Source note | uspto-grants-2005_10 |
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