Benzoic Acid → Methyl Benzoate

HRID 1283764

Reaction equation

HRID 1283764 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10](N(CC)CC)C.COC(ON=C(C#N)C(OCC)=O)=O>CO>[C:1]([O:9][CH3:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 8471TriethylamineHCID 54529457Ethyl 2-methoxycarbonyloxyimino-2-cyanoacetate

Product 1

HCID 7150Methyl Benzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzoic acid (1.22 g) and triethylamine (1.4 ml) are dissolved in methanol (15 ml), and ethyl 2-methoxycarbonyloxyimino-2-cyanoacetate (2.0 g) is added thereto. The resulting mixture is stirred at room temperature for 2 hours and then extracted with ethyl acetate. The extract is treated as in Example A to give methyl benzoate (0.9 g) as an oil.

Workup

  1. extractionextracted with ethyl acetate
  2. additionThe extract is treated as in Example A

Sources & evidence

ORD record
ord-7698f43de44d4c74a53fe4940fadaeaa
Source dataset
uspto-grants-1976_08
Patent number
US03976635

Linked notes

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