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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904215Generated: November 2, 2026

Morpholine → HCID 14213086, compound

https://huagongshe.com/reaction/1904215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 14213083HCID 14213083—
SolventTolueneHCID 1140—
ProductHCID 14213086HCID 1421308669.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of ethyl hydrogen (α,α-dimethylbenzyl)malonate (4 g, 0.016 mole) in toluene was added triethylamine (2.23 ml, 0.016 mole) and diphenylphosphoryl azide (4.4 g, 0.016 mole). The reaction mixture was heated at 100° C. for 2.5 h, cooled to 5° C., and treated with 1.4 ml (0.016 mole) of morpholine. After stirring overnight at room temperature, the toluene solution was washed successively with 1N HCl and aqueous sodium bicarbonate solution. The dried organic solution was evaporated to a residue which was purified by column chromatography on silica gel. There was obtained 3.7 g (69%) of product after trituration with hexane, m.p. 93°-94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04837204
Source datasetuspto-grants-1989_06
ORD IDord-b3367e2906cf4f45862164d893df9ecb
Source noteuspto-grants-1989_06