HCID 14820755, compound → Propanoic acid, 2-(4-hydroxyphenoxy)-, ethyl ester

HRID 2107806Notes

Reaction equation

HRID 2107806 reaction equation
C([O:4][C:5]1[CH:18]=[CH:17][C:8]([O:9][CH:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1)(=O)C>Cl.C(O)C>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:17][CH:18]=1

Participants

4

Reactant 1

HCID 14820755HCID 14820755, compound

Product 1

HCID 3017597Propanoic acid, 2-(4-hydroxyphenoxy)-, ethyl esterYield 93%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

Ethyl 2-(4-acetoxyphenoxy)propionate (5.01 g, 19.9 mmol) is hydrolyzed by refluxing for 2 hours at 80° C. with ethanol (40 mL) and concentrated HCl (36%, 2 drops). The reaction product is concentrated under reduced pressure to obtain ethyl 2-(4-hydroxyphenoxy)propionate (3.8 g) (yield 93%), 1NMR (CHCl3) delta 1.25 (t, J=7.0 Hz, 3H), 1.62 (d, J=6.8 Hz, 3H), 4.21 (q, J=7.0 Hz, 2H), 4.65 (q, J=6.8 Hz, 1H), 6.74 (M, 4H).

Workup

  1. concentrationThe reaction product is concentrated under reduced pressure

Sources & evidence

ORD record
ord-4f8ef537715b455c8bb362dc84eec816
Source dataset
uspto-grants-1990_06
Patent number
US04935522

Reaction notes

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