Propargyl bromide → HCID 21521919, compound

HRID 918300Notes

Reaction equation

HRID 918300 reaction equation
[CH:1]([C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O:8][CH3:9])[C:5]([OH:7])=[O:6])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH2:23](Br)[C:24]#[CH:25]>CN(C)C=O>[CH:1]([C:4]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)([O:8][CH3:9])[C:5]([O:7][CH2:25][C:24]#[CH:23])=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 7842Propargyl bromideHCID 8471TriethylamineHCID 54540137HCID 54540137, compound

Product 1

HCID 21521919HCID 21521919, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 4.2 g of α-(iso-propyl)-α-methoxyphenyl acetic acid, 3.0 g of triethylamine and 2.6 of propargyl bromide in 20 cc of dimethylformamide was stirred for 2 hours, whereby white precipitates were deposited. The reaction mixture was poured in water, and the resultant was subjected to extraction with ether. The extract was washed with an aqueous solution saturated with sodium chloride and dried over anhydrous sodium sulfate, and thereafter evaporation of ether gave 4.5 g of oily propargyl α-(iso-propyl)-α-methoxyphenylacetate, nD25 1.5071.

Workup

  1. customwhereby white precipitates
  2. additionThe reaction mixture was poured in water
  3. extractionthe resultant was subjected to extraction with ether
  4. washThe extract was washed with an aqueous solution saturated with sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporation of ether

Sources & evidence

ORD record
ord-709b8622cad94a17afea9041f5bb93b7
Source dataset
uspto-grants-1976_07
Patent number
US03970703

Reaction notes

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