Hydrochloric Acid → α-Chloro-α-methylbenzenepropionic acid methyl ester

HRID 363998Notes

Reaction equation

HRID 363998 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].N[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[ClH:15]>C(#N)C>[Cl:15][C:2]([CH3:4])([CH2:3][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:1]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 6658Methyl Methacrylate

Product 1

HCID 563108α-Chloro-α-methylbenzenepropionic acid methyl esterYield 80%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the general procedure of Example I, 280 mmols of distilled methyl methacrylate were reacted with 25 mmols of distilled aniline in 30 mL of acetonitrile and in the presence of 38 mmols of concentrated HCl and 2.5 mmols of cuprous oxide. The process resulted in an 80% yield of methyl 2-chloro-2-methyl-3-phenylpropionate.

Sources & evidence

ORD record
ord-b60d67a74f14452080482e4f43d59da6
Source dataset
uspto-grants-1986_08
Patent number
US04604243

Reaction notes

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