Sodium Methoxide → HCID 53801387, compound

HRID 918303Notes

Reaction equation

HRID 918303 reaction equation
[CH3:1][O-:2].[Na+].[CH2:4]([C:11]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(Cl)[C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>CO>[CH2:4]([C:11]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([O:2][CH3:1])[C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 54032347HCID 54032347, compound

Product 1

HCID 53801387HCID 53801387, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Into a solution of 1.1 g of sodium methylate in 20 cc of methanol was added a solution of 6.0 g of allyl α-benzyl-α-chlorophenylacetate in 10 cc of methanol under cooling, and the mixture 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 ether extract was washed with an aqueous solution saturated with sodium chloride and dried over sodium sulfate, and thereafter evaporation of ether gave 5.6 g of oily allyl α-benzyl-α-methoxyphenylacetate, nD25 1.5486.

Workup

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

Sources & evidence

ORD record
ord-3329db3e4bf54be7b7590c75522dc97e
Source dataset
uspto-grants-1976_07
Patent number
US03970703

Reaction notes

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