Hydrochloric Acid → Methyl (4-chloro-2-ethynylphenoxy)acetate

HRID 2390275Notes

Reaction equation

HRID 2390275 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])(C)(C)C.Cl>CO>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:6]([O:5][CH3:1])=[O:18])=[C:10]([C:16]#[CH:17])[CH:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×

Product 1

HCID 58522019Methyl (4-chloro-2-ethynylphenoxy)acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
60 °C

Procedure

A solution of (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3; 500 mg; 1.87 mmol) in MeOH (10 ml) was treated with an 1.25 N solution of HCl in methanol (1.5 ml). The solution was heated at 60° C. for 24 hours. The solvents were removed under reduced pressure to give the title compound as an oil which solidifies upon standing (445 mg, quantitative yield).

Workup

  1. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-aafd9ad76a274b03905e6f3b0896a006
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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