Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1580407Generated: October 26, 2026

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

https://huagongshe.com/reaction/1580407

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 numberUS03932479
Source datasetuspto-grants-1976_01
ORD IDord-5a7b2f9318414eaa8cee6f728e64af1b
Source noteuspto-grants-1976_01