Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914994Generated: November 1, 2026

Acetic Acid → HCID 58958187, compound

https://huagongshe.com/reaction/914994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1,2,3,4-TetrahydroisoquinolineHCID 7046—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 59648455HCID 59648455—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 58958187HCID 5895818723.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265122B2
Source datasetuspto-grants-2007_09
ORD IDord-0756c31f108b40c092e2b1f281f8de22
Source noteuspto-grants-2007_09