Triethylamine → HCID 21496581, compound

HRID 1730805Notes

Reaction equation

HRID 1730805 reaction equation
[Cl:1][C:2]1([Cl:10])[C:4]([CH3:6])([CH3:5])[CH:3]1[C:7](Cl)=[O:8].[C:11]([CH:13]([OH:27])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:15]=1)#[CH:12].C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1([Cl:10])[C:4]([CH3:6])([CH3:5])[CH:3]1[C:7]([O:27][CH:13]([C:11]#[CH:12])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:15]=1)=[O:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 129190923-Phenoxy-alpha-ethynylbenzylalcoholHCID 13176057HCID 13176057, compound

Product 1

HCID 21496581HCID 21496581, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2,2-dichloro-3,3-dimethylcyclopropanoyl chloride (2.7g), alpha-ethynyl-3-phenoxybenzyl alcohol (3.0g) and triethylamine (3.0g) were dissolved in toluene (65 ml) at 10° C and the solution was stirred at room temperature for 16 hours. The mixture was filtered and the solvent was removed from the filtrate under reduced pressure. The residue was purified by chromatography on silica gel using toluene as eluant to give the desired product as an oil nD20 1.5660.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent was removed from the filtrate under reduced pressure
  3. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-6bed471b6b0e493581ff0c68831f7043
Source dataset
uspto-grants-1976_11
Patent number
US03993774

Reaction notes

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