HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Phenylthio)acetic acid → HCID 22730197, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Phenylthio)acetic acid | HCID 59541 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22730197 | HCID 22730197 | — |
Reaction Steps
A room temperature solution of (phenylsulfanyl)acetic acid (1.68 g, 10.0 mmol) in dichloromethane (10 mL) was treated with 2M oxalyl chloride in dichloromethane (8 mL, 16.0 mmol) and DMF (1 drop), stirred for 2 hours, concentrated, dissolved in dichloromethane (10 mL), treated with 1-adamantylmethylamine (1.65 g, 10.0 mmol) and N,N-diisopropylethylamine (2.1 mL, 12.0 mmol), and stirred for 1 hour. The mixture was filtered through a pad of silica gel (20 g) and concentrated to provide the desired product of sufficient purity for subsequent use.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504512B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-7039c37502a1457bad3ef806fc527a82 |
| Source note | uspto-grants-2009_03 |