HCID 4261339, compound → HCID 13598451, compound

HRID 2405191Notes

Reaction equation

HRID 2405191 reaction equation
C[O:2][C:3](=[O:20])[CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([C:16]([O:18]C)=[O:17])[CH3:15])=[CH:9][CH:8]=1)[CH3:5]>Cl>[C:3]([CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([CH3:15])[C:16]([OH:18])=[O:17])=[CH:9][CH:8]=1)[CH3:5])([OH:20])=[O:2]

Participants

3

Reactant 1

HCID 4261339HCID 4261339, compound

Product 1

HCID 13598451HCID 13598451, compoundYield 38.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 2-[4-(1-Methoxycarbonyl-ethoxy)-phenoxy]-propionic acid methyl ester 86 (20 grams, 70.9 mmol) in concentrated hydrochloric acid (100 mL) was heated to 90° C. for 8 hours. The reaction mixture was poured onto ice cold water (200 mL) and filtered the separated solid, washed with methanol and dried to give crude 87 (7 grams, 38.8%) as a white solid. M.p: 235-239.7° C.

Workup

  1. additionThe reaction mixture was poured onto ice cold water (200 mL)
  2. filtrationfiltered the separated solid
  3. washwashed with methanol
  4. customdried

Sources & evidence

ORD record
ord-1d9d115cb1624fca980d43989957e194
Source dataset
uspto-grants-2014_08
Patent number
US08802892B2

Reaction notes

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