Diethyl Ether → HCID 131712895, compound

HRID 1902377Notes

Reaction equation

HRID 1902377 reaction equation
[CH3:1][C:2]([CH3:15])=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[C:11]([O-:13])=[O:12])=[CH:6][CH:5]=1.[Na+].[C:17]([O:23][CH2:24]Cl)(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19].C(OCC)C>C1(C)C=CC=CC=1>[CH3:1][C:2]([CH3:15])=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[C:11]([O:13][CH2:24][O:23][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])=[O:12])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 87885Chloromethyl pivalateHCID 70547446HCID 70547446, compound

Product 1

HCID 131712895HCID 131712895, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of sodium 2-(4-dimethylvinylphenyl)propionate (3 g) and chloro-methyl pivalate (3.9 g) in toluene (50 ml) was refluxed for 6 hours. After cooling, 50 ml of ethyl ether were added and the mixture was washed with 10% NaHCO3. The solvent was removed, and the residue dried at 60° for 3 hours in a vacuum stove to yield the title ester as an oily product (2 g). Found: C% 71.5 (Calc. 71.66); H% 8.2 (8.23).

Workup

  1. temperatureAfter cooling
  2. washthe mixture was washed with 10% NaHCO3
  3. customThe solvent was removed
  4. customthe residue dried at 60° for 3 hours in a vacuum stove

Sources & evidence

ORD record
ord-08768f4ead594ead82db6377b86fbf62
Source dataset
uspto-grants-1982_12
Patent number
US04362891

Reaction notes

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