Potassium Carbonate → Dimethyl 5-((3-methyloxetan-3-yl)methoxy)isophthalate

HRID 237569Notes

Reaction equation

HRID 237569 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:12]([O:14][CH3:15])=[O:13])[CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].CC1C=CC(S(O[CH2:27][C:28]2([CH3:32])[CH2:31][O:30][CH2:29]2)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[CH3:27][C:28]1([CH2:32][O:1][C:2]2[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=[C:4]([CH:3]=2)[C:12]([O:14][CH3:15])=[O:13])[CH2:31][O:30][CH2:29]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 830651,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl esterHCID 5461213(3-Methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

Product 1

HCID 86697232Dimethyl 5-((3-methyloxetan-3-yl)methoxy)isophthalate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of dimethyl 5-hydroxyisophthalate (500 mg), (3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate (915 mg), and potassium carbonate (850 mg) in N,N-dimethylformamide (3 mL) is stirred at 50° C. for 5 h. The reaction mixture is diluted with water and the precipitate is filtered off, washed with water, and dried to give the title compound. LC (method 7): tR=0.97 min; Mass spectrum (ESI+): m/z=295 [M+H]+.

Workup

  1. filtrationthe precipitate is filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-8da586deb3d14c35acc66e49914c77e7
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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