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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261997Generated: October 29, 2026

Acetic Acid → HCID 66711120, compound

https://huagongshe.com/reaction/1261997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDichloromethaneHCID 6344—
ReactantMorpholineHCID 8083—
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl 3-oxopiperidine-1-carboxylateHCID 2756825—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ProductHCID 66711120HCID 66711120—

Reaction Steps

3-Oxo-piperidine-1-carboxylic acid tert-butyl ester (2.0 g, 1.0E1 mmol) and Morpholine (0.962 g, 11.0 mmol) were dissolved in a solution of Acetic acid (0.500 mL, 8.79 mmol) and Methylene chloride (50.0 mL, 7.80E2 mmol). After stirring at room temperature for 15 minutes, Sodium triacetoxyborohydride (4.2 g, 2.0E1 mmol) was added and the reaction was allowed to stir overnight at room temperature. The reaction mixture was poured over saturated sodium bicarbonate and organics were extracted with dichloromethane/ethyl acetate. Combined extracts were then dried over sodium sulfate, filtered and reduced. TLC (visualized with iodine) showed evidence of a new product. Crude 3-Morpholin-4-yl-piperidine-1-carboxylic acid tert-butyl ester (3.67 g) was used in the next synthetic step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471005B2
Source datasetuspto-grants-2013_06
ORD IDord-fe2f86ae4a444c85b3e87b0fe2d12b42
Source noteuspto-grants-2013_06