Acrolein → 6,6-dimethylhept-1-en-4-yn-3-ol

HRID 413981Notes

Reaction equation

HRID 413981 reaction equation
[C:1]([C:5]#[CH:6])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.[CH:12]([CH:14]=[CH2:15])=[O:13]>>[CH3:2][C:1]([CH3:4])([CH3:3])[C:5]#[C:6][CH:12]([OH:13])[CH:14]=[CH2:15]

Participants

4

Reactant 3

HCID 7847AcroleinHCID 135123,3-Dimethyl-1-butyneHCID 178418339Butyllithium

Product 1

HCID 109755616,6-dimethylhept-1-en-4-yn-3-ol

Procedure

Reacting t-butylacetylene at −40° C. or less with butyllithium, cooling the reaction mixture at −40° C. or less with acrolein further aging the reaction mixture at −50° C. for 30 minutes to give 6,6-dimethylhept-1-en-4-yn-3-ol.

Workup

  1. customat −40° C. or less
  2. customat −50° C.
  3. customfor 30 minutes

Sources & evidence

ORD record
ord-b13b8cd3b2b34eedb67cde019d386a07
Source dataset
uspto-grants-2003_05
Patent number
US06570044B2

Reaction notes

Loading…