4-Methylbenzaldehyde → Methyl 3-chloro-2-oxo-3-(p-tolyl)propanoate

Reaction equation

[CH3:1][O:2][C:3](=[O:15])[C:4](=[O:14])[CH:5]([Cl:13])[C:6]1[CH:11]=[CH:10][C:9](F)=[CH:8][CH:7]=1.[CH3:16]C1C=CC(C=O)=CC=1.FC1C=CC(C=O)=CC=1>>[CH3:1][O:2][C:3](=[O:15])[C:4](=[O:14])[CH:5]([Cl:13])[C:6]1[CH:11]=[CH:10][C:9]([CH3:16])=[CH:8][CH:7]=1

Participants

Reactant 3

HCID 77254-Methylbenzaldehyde

HCID 680234-Fluorobenzaldehyde

HCID 57437156Methyl 3-chloro-3-(4-fluorophenyl)-2-oxopropanoate

Product 1

HCID 57437153Methyl 3-chloro-2-oxo-3-(p-tolyl)propanoate

Procedure

This compound was synthesised as 3-chloro-3-(4-fluoro-phenyl)-2-oxo-propionic acid methyl ester but using 4-methylbenzaldehyde instead 4-fluorobenzaldehyde. 1H-NMR (CDCl3): δ=2.35 (s, 3H); 3.83 (s, 3H); 6.13 (s, 1H); 7.21 (d, 2H); 7.28 (d, 2H).

Sources & evidence

ORD record: ord-3a150f16559f44d9b9355be5aebad987
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07994336B2

Reaction notes

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