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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986551Generated: October 31, 2026

Allyl bromide → HCID 57722305, compound

https://huagongshe.com/reaction/1986551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant(Hexahydro-5-oxo-1,4-thiazepin-6-yl)carbamic acid, (1,1-dimethylethyl) esterHCID 15591256—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 57722305HCID 5772230581%

Reaction Steps

54 mg of sodium hydride as a 60% suspension (2.24 mmol) are introduced at room temperature into a 100 ml round-bottomed flask, with stirring and under an argon atmosphere, containing 25 ml of THF and 660 mg of 52 (2.24 mmol). The medium is stirred for 1 hour and 452 mg (2.24 mmol) of allyl bromide are then added. The medium is stirred overnight, 25 ml of EtOAc and 25 ml of water are added to the reaction medium and, after separation of the phases by settling, the organic phase is washed with 20 ml of water. The organic phase is dried, filtered and then evaporated to dryness. 0.7 g of crude product is recovered, which product is chromatographed on a silica cartridge (20 g) with a 75/25 heptane/EtOAc mixture. 610 mg of product 56 are recovered (yield=81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07550453B2
Source datasetuspto-grants-2009_06
ORD IDord-c129995b32f444279b0c5011455bf75d
Source noteuspto-grants-2009_06