Hydrochloric Acid → (3-Benzyloxy-4-chloro-phenyl)-acetic acid ethyl ester

HRID 656779Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:16][C:17]([OH:19])=[O:18])[CH:12]=[CH:13][C:14]=1[Cl:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:21][CH2:22]O>>[CH2:21]([O:18][C:17](=[O:19])[CH2:16][C:11]1[CH:12]=[CH:13][C:14]([Cl:15])=[C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=1)[CH3:22]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 58149177(3-Benzyloxy-4-chloro-phenyl)-acetic acid

Product 1

HCID 58847546(3-Benzyloxy-4-chloro-phenyl)-acetic acid ethyl ester

Procedure

(3-Benzyloxy-4-chloro-phenyl)-acetic acid (8 g) was treated with hydrogen chloride (4N in 1,4-dioxane; 6 mL) in EtOH (100 mL) at 80° C. for 3 hours. After concentrating to dryness, the residue was purified by silica gel chromatography to give (3-benzyloxy-4-chloro-phenyl)-acetic acid ethyl ester.

Workup

concentrationAfter concentrating to dryness
customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record: ord-f70ffef58eda44899ee36c9aeb402d1c
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071807B2

Reaction notes

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