Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692095Generated: November 1, 2026

1,1-Dichloroethane → HCID 57672054, compound

https://huagongshe.com/reaction/1692095

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DichloroethaneHCID 6365—
ReactantN-AminomorpholineHCID 20315—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(R)-4-((R)-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-benzyloxy-2,6-dichloro-benzyl)-4-oxo-butyraldehydeHCID 59515429—
SolventDichloromethaneHCID 6344—
ProductHCID 57672054HCID 5767205480%

Reaction Steps

Stir a mixture of dichloroethane (25 mL), N-aminomorpholine (0.204 g, 2 mmol), (R)-4-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-benzyloxy-2,6-dichloro-benzyl)-4-oxo-butyraldehyde (1.064 g, 2 mmol) and sodium triacetoxyborohydride (1.266 g, 6 mmol) at room temperature for 12 hours. Bring the reaction to 60° C. and stir for 3 hours. Cool the reaction, dilute with dichloromethane, and wash with water. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, and purify on silica with a 50 to 75% ethyl acetate in hexanes gradient to afford 0.07 g (80%) of the titled product. MS (m/z): 435 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153807B2
Source datasetuspto-grants-2012_04
ORD IDord-c65aac406fc943e28ad45bcc4ad03401
Source noteuspto-grants-2012_04