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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2420436Generated: November 1, 2026

Bromide ion → 1-Bromo-5,5-dimethyl-3-tetrahydropyranyloxy-trans-1-octene

https://huagongshe.com/reaction/2420436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromide ionHCID 259—
ReactantBis(1,2-dimethylpropyl)boraneHCID 192733—
Reactant5,5-Dimethyl-3-tetrahydropyranyloxy-1-octyneHCID 53889730—
SolventCarbon TetrachlorideHCID 5943—
Product1-Bromo-5,5-dimethyl-3-tetrahydropyranyloxy-trans-1-octeneHCID 86732973—

Reaction Steps

Treatment of 7.15 g. (30 moles) of 5,5-dimethyl-3-tetrahyropyranyloxy-1-octyne (Example 999) with 33 moles of disiamylborane in carbon tetrachloride followed by 30 moles of bromide in carbon tetrachloride, refluxing the resulting mixture, and isolation by chromatography on silica gel, all as described in Example 1173 gives the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04110368
Source datasetuspto-grants-1978_08
ORD IDord-0ac7f1a5465d442fa6c543d4b8b63b1c
Source noteuspto-grants-1978_08