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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668571Generated: October 31, 2026

Chloroacetaldehyde → HCID 59150497, compound

https://huagongshe.com/reaction/1668571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetaldehydeHCID 33—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-Methyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepineHCID 59150480—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59150497HCID 5915049736%

Reaction Steps

A mixture 2-methyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine (1 mmol), chloroacetaldehyde (2 mmol), NaBH(OAc)3 (2 mmol) in dry DME (10 ml) was stirred at room temperature for 3 h. The mixture was partitioned between aqueous Na2CO3 (0.5 M) and DCM. The organic layer was collected and the aqueous phase extracted twice with DCM. The combined DCM layers were concentrated and submitted to column chromatography (EtOAc—acetone gradient) to provide the title compound (36% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989444B2
Source datasetuspto-grants-2011_08
ORD IDord-752220f6d3f94ed3ba7be2505ff68da7
Source noteuspto-grants-2011_08