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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 67021Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/67021

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-tetrahydropyranyloxy-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 numberUS04343949
Source datasetuspto-grants-1982_08
ORD IDord-55e64883fee24b6ea05fa4b8ed6c1f3a
Source noteuspto-grants-1982_08