5-Hexyn-1-ol → HCID 15117022, compound

HRID 327957Notes

Reaction equation

Br[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH2:10]([OH:16])[CH2:11][CH2:12][CH2:13][C:14]#[CH:15]>>[OH:16][CH2:10][CH2:11][CH2:12][CH2:13][C:14]#[C:15][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

Reactant 2

HCID 702345-Hexyn-1-ol

HCID 811292-Bromobenzaldehyde

Product 1

HCID 15117022HCID 15117022, compoundYield 59.4%

Procedure

Using the procedure of example 5 and starting with 11.1 g (60 mmol) of 2-bromobenzaldehyde and 7.62 g (77 mol) of 5-hexyn-1-ol, 2-(6-hydroxy-1-hexynyl)benzaldehyde was obtained in 59.4% yield, as a yellow oil.

Sources & evidence

ORD record: ord-9085f39cd52d4765a9a1c35d29383d1a
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05273999

Reaction notes

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