Methanol → Oxane-4-carboxylic acid

HRID 36401

Reaction equation

HRID 36401 reaction equation
O[CH2:2][CH2:3][CH:4]1[CH2:9][O:8][C:6](=[O:7])[CH2:5]1.C[OH:11]>>[O:7]1[CH2:2][CH2:3][CH:4]([C:9]([OH:8])=[O:11])[CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 887MethanolHCID 98773723-(2-Hydroxyethyl)butyrolactone

Product 1

HCID 219302Oxane-4-carboxylic acid

Procedure

It is known that 3-(2-hydroxyethyl)butyrolactone can be reacted with methanol to give esters of tetrahydropyran-4-carboxylic acid (EP-A-284 969). This reaction results in a mixture containing esters of tetrahydropyran-4-carboxylic acid, 3-(2-hydroxyethyl)butyrolactone, 3-(2-methoxyethyl)butyrolactone, 3-spirocyclopropylbutyrolactone, methanol, possibly water, possibly acetic acid and possibly methyl acetate, which involves problems in working up.

Sources & evidence

ORD record
ord-546e4e4561cd4b0788f15494e6824f60
Source dataset
uspto-grants-1995_05
Patent number
US05414097

Linked notes

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