HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Bromo-2-[(4-methoxyphenyl)methyl]-1(2H)-isoquinolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 6-Bromo-2-(4-methoxy-benzyl)-4H-isoquinoline-1,3-dione | HCID 57551736 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 6-Bromo-2-[(4-methoxyphenyl)methyl]-1(2H)-isoquinolinone | HCID 57551771 | — |
Reaction Steps
To a solution of 6-bromo-2-(4-methoxy-benzyl)-4H-isoquinoline-1,3-dione (product of step iii)) (2.6 g) in dichloromethane:methanol (3:1, 80 mL) was added sodium borohydride (1.0 g) portionwise over 2 hours. The reaction mixture was acidified with hydrochloric acid and stirred for 30 minutes. The reaction mixture was evaporated and the residue partitioned between dichloromethane and water. The organic phase was washed with brine, dried, filtered and evaporated. The residue was purified (SiO2, 1:4 ethyl acetate:iso-hexane as eluent) to yield the sub-title compound (1.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012979B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-c94718cf9d614c0eb0e1dc0b1e645870 |
| Source note | uspto-grants-2011_09 |