HCID 69275051, compound → Methyl 2-(4-chloro-2-propylphenoxy)acetate

HRID 2219193Notes

Reaction equation

HRID 2219193 reaction equation
[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=1[CH2:13][CH:14]=[CH2:15]>CCOC(C)=O.[Pt]>[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=1[CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 1

HCID 69275051HCID 69275051, compound

Product 1

HCID 69276395Methyl 2-(4-chloro-2-propylphenoxy)acetateYield 100%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Add 5% Pt/C sulfided (250 mg) to a stirred solution of (2-allyl-4-chloro-phenoxy)-acetic acid methyl ester (587 mg, 2.44 mmol) in EtOAc (10 mL) at ambient temperature under nitrogen. The mixture is flushed with hydrogen for 1 minute then stirred vigorously under hydrogen (balloon) for 1 hour. After filtration and concentration, 584 mg (100% yield) of the title compound is obtained as oil. EIMS: m/z 242 (M+, 35Cl), 244(M+, 37Cl). Analysis for C12H15ClO3: calcd: C, 59.39; H, 6.23; found: C, 59.01; H, 6.14.

Workup

  1. customat ambient temperature
  2. customThe mixture is flushed with hydrogen for 1 minute
  3. filtrationAfter filtration and concentration

Sources & evidence

ORD record
ord-155c818630d544bd9f5ff96a12bbb1d9
Source dataset
uspto-grants-2008_08
Patent number
US07414063B2

Reaction notes

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