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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973168Generated: October 31, 2026

Ammonia → 7,11-Hexadecadiynol

https://huagongshe.com/reaction/1973168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant6-Bromo-1-hexanolHCID 77970—
ReactantLithium 1,5-decadiyneHCID 86734238—
Product7,11-HexadecadiynolHCID 21493102—

Reaction Steps

The use of a protected derivative of 6-bromohexanol can be avoided thus an excess of lithium 1,5-decadiyne in liquid ammonia is used and allowed to react directly with 6-bromohexanol to give 7,11-hexadecadiynol (bp 136°-138°/1 torr, nD21 1.4818). Acetylation with acetic anhydride or acetic acid-acetyl chloride converts the alcohol to the acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03996270
Source datasetuspto-grants-1976_12
ORD IDord-94aae238ea7b429088a03b46b1cf8840
Source noteuspto-grants-1976_12