1-Propanol → Propyl anthranilate

HRID 2163562Notes

Reaction equation

HRID 2163562 reaction equation
[CH3:1][O:2][C:3](=[O:11])[C:4]1[C:5](=[CH:7][CH:8]=[CH:9][CH:10]=1)[NH2:6].C(=O)([O-])[O-].[K+].[K+].[CH2:18](O)[CH2:19]C>>[CH2:1]([O:2][C:3](=[O:11])[C:4]1[C:5](=[CH:7][CH:8]=[CH:9][CH:10]=1)[NH2:6])[CH2:18][CH3:19]

Participants

4

Reactant 3

HCID 10311-PropanolHCID 8635Methyl AnthranilateHCID 11430Potassium Carbonate

Product 1

HCID 95016Propyl anthranilateYield 0.2%

Procedure

453 parts of anthranilic acid methyl ester are reacted with 900 parts of n-propanol and 15 parts of potassium carbonate according to Example 1. The reaction lasts for about ten hours. There are obtained 495 parts of anthranilic acid-n-propyl ester (boiling point 128°-131° C. at 3-5 mm Hg; nD25 1,551; containing according to gas chromatography less than 0.2% of anthranilic acid methyl ester). The yield is 92% of the theory.

Workup

  1. waitThe reaction lasts for about ten hours

Sources & evidence

ORD record
ord-b84197a339e04778b3f51ae692f6f366
Source dataset
uspto-grants-1979_01
Patent number
US04135050

Reaction notes

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