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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 436119Generated: October 26, 2026

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

https://huagongshe.com/reaction/436119

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 numberUS04007210
Source datasetuspto-grants-1977_02
ORD IDord-9784676972db4bfeacd58c71e9a92f47
Source noteuspto-grants-1977_02