Hydrochloric Acid → 3-Methyl-5,6-dihydro-1,4-dioxine-2-carboxylic acid

HRID 1938862Notes

Reaction equation

HRID 1938862 reaction equation
[CH3:1][C:2]1[O:7][CH2:6][CH2:5][O:4][C:3]=1[C:8](=[O:13])C(F)(F)F.[OH-:14].[K+].Cl>C1(C)C=CC=CC=1>[CH3:1][C:2]1[O:7][CH2:6][CH2:5][O:4][C:3]=1[C:8]([OH:13])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 153761732,2,2-Trifluoro-1-(3-methyl-5,6-dihydro-1,4-dioxin-2-yl)ethan-1-one

Product 1

HCID 153761743-Methyl-5,6-dihydro-1,4-dioxine-2-carboxylic acidYield 69.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1-(5,6-dihydro-3-methyl-1,4-dioxin-2-yl)-2,2,2-trifluoroethanone (12 g, 0.06 mole) and powdered potassium hydroxide (6 g, 0.1 mole) was refluxed in toluene (200 ml) for 7 hours. The mixture was cooled, acidified with 6N hydrochloric acid, and the solid precipitate, crude 5,6-dihydro-3-methyl-1,4-dioxin-2-carboxylic acid (6 g, 60% yield) collected.

Workup

  1. temperatureThe mixture was cooled

Sources & evidence

ORD record
ord-33faeb40ad9247f3b0b1b8c49c5264bc
Source dataset
uspto-grants-1997_12
Patent number
US05693827

Reaction notes

Loading…