Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzenesulfonyl chloride, 3,4-dichloro- | HCID 7383 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl (1,2,3,4-tetrahydroisoquinolin-1-yl)acetate | HCID 45588337 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66755777 | HCID 66755777 | — |
Reaction Steps
2-(1,2,3,4-Tetrahydroisoquinolin-1-yl)acetic acid methyl ester (7.49 g, 36.5 mmol) was dissolved in DCM (200 ml), and triethylamine (11.7 ml, 83 mmol) was added thereto. The reaction solution was cooled to 0° C., and a solution of 3,4-dichlorobenzenesulfonyl chloride (8.14 g, 33.2 mmol) in DCM (100 ml) was added dropwise. After 3 h, 0.5 M HCl (100 ml) was added. After phase separation, the organic phase was washed with water, dried (sodium sulfate) and concentrated. Purification was carried out by column chromatography on silica gel (heptane/ethyl acetate 4:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08119633B2 |
|---|
| Source dataset | uspto-grants-2012_02 |
|---|
| ORD ID | ord-b8234c9624f441e8bde4a6b88b4a8108 |
|---|
| Source note | uspto-grants-2012_02 |
|---|