HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-Bromo-5-(4-methoxy-benzyl)-3a,5,6,6a-tetrahydro-furo[2,3-c]pyrrol-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Bromo-2-[(4-methoxy-benzylamino)-methyl]-furan-3-carboxylic acid | HCID 59023023 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Bromo-5-(4-methoxy-benzyl)-3a,5,6,6a-tetrahydro-furo[2,3-c]pyrrol-4-one | HCID 59023037 | 28.6% |
Reaction Steps
A solution of 5-bromo-2-[(4-methoxy-benzylamino)-methyl]-furan-3-carboxylic acid (618 mg, 1.82 mmol) and SOCl2 (0.136 mL) in DCM (2 mL) is stirred at 85° C. for 18 hours. The mixture is concentrated in vacuo and purified by silica gel column chromatography eluting with 7:3 petroleum ether:ethyl acetate to afford the title compound (0.169 g, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173656B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-0f57974bffc446e495cf59f332fee80f |
| Source note | uspto-grants-2012_05 |