HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-Methanesulfonyloxymethylbenzoic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Benzyl 4-(hydroxymethyl)benzoate | HCID 15650225 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 4-Methanesulfonyloxymethylbenzoic acid benzyl ester | HCID 58001213 | 73% |
Reaction Steps
Under ice cooling, after methanesulfonyl chloride (2.1 mL, 27 mmol) was added to a solution of 4-hydroxymethylbenzoic acid benzyl ester (Reference Compound No. 6-1, 6.0 g, 25 mmol) and triethylamine (7.6 mL, 54 mmol) in dichloromethane (60 mL), the reaction mixture was stirred at room temperature for 50 minutes. Brine (300 mL) was added thereto, and then the whole was extracted with chloroform (150 mL) four times. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to give 1.8 g of the title reference compound as yellow oil. (Yield 73%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076332B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-b1d69708bb2c449792ebb9a639ab9287 |
| Source note | uspto-grants-2011_12 |