HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 58958187, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,2,3,4-Tetrahydroisoquinoline | HCID 7046 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 59648455 | HCID 59648455 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 58958187 | HCID 58958187 | 23.7% |
Reaction Steps
To a solution of 100 (166 mg, 0.49 mmol) and 40 (0.06 mL, 0.473 mmol) in dichloroethane (4.9 mL) were sequentially added NaBH(OAc)3 (155 mg, 0.73 mmol) and HOAc (0.03 mL, 0.52 mmol). The reaction was stirred for 48 hours and then extracted with dichloromethane (2×30 mL). The dichloromethane extracts were washed with 2 N NaOH (aq. 15 mL), brine (15 mL), dried (MgSO4), and concentrated. The residue was chromatographed on silica gel (ethyl acetate) to give desired product as a yellow solid (51 mg, 23.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07265122B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-0756c31f108b40c092e2b1f281f8de22 |
| Source note | uspto-grants-2007_09 |