Menthol → Methyl Benzoate

HRID 2231728Notes

Reaction equation

HRID 2231728 reaction equation
C[CH:2]1[CH2:7][CH:6](O)C(C(C)C)[CH2:4][CH2:3]1.[N+](C1C=CC(C(Cl)=O)=CC=1)([O-])=O.[C:24]([O:27][CH2:28]C)(=[O:26])[CH3:25]>>[CH3:28][O:27][C:24]([C:25]1[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1)=[O:26]

Participants

4

Reactant 3

HCID 1254MentholHCID 85024-Nitrobenzoyl chlorideHCID 8857Ethyl Acetate

Product 1

HCID 7150Methyl Benzoate

Procedure

After stirring for an additional half hour and adding 50 ml of petroleum ether (40-60) the formed precipitate was sucked off, washed with petroleum ether and dried. The desired product was obtained in a yield of 2.0 g; melting-point 169°-170° C. The starting aniline was obtained from the corresponding nitro compound by reduction with hydrogen under the influence of Raney nickel as a catalyst, ethyl acetate being used as a solvent. 1-Nitro-4-dl-methyloxycarbonylbenzene was prepared by reaction of dl-menthol with 4-nitrobenzoylchloride.

Sources & evidence

ORD record
ord-eeb3bf094de141d382eab864b4b59271
Source dataset
uspto-grants-1988_11
Patent number
US04783485

Reaction notes

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