Methanol → HCID 22768536, compound

HRID 1764488Notes

Reaction equation

HRID 1764488 reaction equation
[O:1]=[C:2]1[CH:6]([CH3:7])[O:5][CH:4]([CH3:8])[CH:3]1[C:9]([O:11][CH2:12][CH3:13])=[O:10].CO>C(O)C1C=CC=CC=1>[O:1]=[C:2]1[CH:6]([CH3:7])[O:5][CH:4]([CH3:8])[CH:3]1[C:9]([O:11][CH2:12][C:13]1[CH:7]=[CH:6][CH:2]=[CH:3][CH:4]=1)=[O:10]

Participants

4

Reactant 2

HCID 887MethanolHCID 227685341,4-Anhydro-3,5-dideoxy-3-(ethoxycarbonyl)-1-methylpent-2-ulose

Product 1

HCID 22768536HCID 22768536, compoundYield 168.7%

Reagents, catalysts & solvents 1

HCID 244Benzyl AlcoholSolvent

Procedure

40 g of 4-oxo-2,5-dimethyl-3-carboethoxytetrahydrofuran in 200 ml of benzyl alcohol are heated at 180°-200° C. The methanol formed is distilled off. The excess benzyl alcohol is distilled off under reduced pressure and the residue is fractionated. 45 g (corresponding to 78% of theory) of 4-oxo-2,5-dimethyl-3-carbobenzyloxytetrahydrofuran of boiling point 102° C/0.02 mm Hg and refractive index nD25 = 1.5070 are obtained.

Workup

  1. distillationis distilled off
  2. distillationThe excess benzyl alcohol is distilled off under reduced pressure

Sources & evidence

ORD record
ord-fcaffd7d8da140538ac716f8d8dcf6fe
Source dataset
uspto-grants-1978_09
Patent number
US04116982

Reaction notes

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