Hydrochloric Acid → 2-(3,4-Dichloro-phenyl)-5-oxo-pentanoic acid methyl ester

HRID 2377588Notes

Reaction equation

HRID 2377588 reaction equation
[CH3:1][O:2][C:3](=[O:16])[CH:4]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=1)[CH2:5][CH:6]=O.[CH3:17][O:18]C(=O)CC1C=CC(Cl)=C(Cl)C=1.COC(OC)CCBr.Cl>>[CH3:1][O:2][C:3](=[O:16])[CH:4]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=1)[CH2:5][CH2:6][CH:17]=[O:18]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 1189323-Bromopropionaldehyde dimethylacetalHCID 1268257Methyl 2-(3,4-dichlorophenyl)acetateHCID 598565392-(3,4-Dichloro-phenyl)-4-oxo-butyric acid methyl ester

Product 1

HCID 597634252-(3,4-Dichloro-phenyl)-5-oxo-pentanoic acid methyl ester

Procedure

In analogy to the procedure described for the synthesis of 2-(3,4-dichloro-phenyl)-4-oxo-butyric acid methyl ester (example 2, step 1) the title compounds was prepared from 3,4-dichloro-phenyl-acetic acid methyl ester (commercially available), and 3-bromopropionaldehyde dimethylacetal and subsequent treatment with HCl aq. MS (m/e): 274.1/276.1 (MH+).

Sources & evidence

ORD record
ord-561fc3b9a8294f6794710a8282b9f591
Source dataset
uspto-grants-2008_12
Patent number
US07470684B2

Reaction notes

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