Water → HCID 903133, compound

HRID 982040Notes

Reaction equation

HRID 982040 reaction equation
[C:1]1([CH2:7][CH2:8][C:9](Cl)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([O:21][CH3:22])(=[O:20])[C:13]1[C:14](=[CH:16][CH:17]=[CH:18][CH:19]=1)[NH2:15].C(N(CC)CC)C.O>C(OCC)(=O)C.C(OC)(=O)C>[C:1]1([CH2:7][CH2:8][C:9]([NH:15][C:14]2[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=2[C:12]([O:21][CH3:22])=[O:20])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 8635Methyl AnthranilateHCID 64801Benzenepropanoyl chloride

Product 1

HCID 903133HCID 903133, compound

Reagents, catalysts & solvents 2

HCID 6584Methyl AcetateSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 17.6 g of 3-phenylpropanoyl chloride in 40 ml of ethyl acetate is added dropwise to a solution of 15.7 g of methyl anthranilate and 21 g of triethylamine in 60 ml of methyl acetate. The mixture is stirred at room temperature for 24 hours, water is added, and the organic phase is separated off and, after the solvent has been evaporated off, methyl 2-(3-phenylpropanoylamino)benzoate is obtained as an orange-colored oil.

Workup

  1. customthe organic phase is separated off
  2. customafter the solvent has been evaporated off

Sources & evidence

ORD record
ord-a775b2fe06754d10bbcdbc5fb57fa602
Source dataset
uspto-grants-1991_02
Patent number
US04994493

Reaction notes

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