Water → HCID 3816170, compound

HRID 2275784Notes

Reaction equation

HRID 2275784 reaction equation
[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)[CH2:3][C:4]([OH:6])=[O:5].[C:14]1(=O)[O:19][C:17](=[O:18])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12.O>CN(C=O)C>[O:18]=[C:17]1[C:16]2[C:15](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:14](=[O:19])[N:1]1[CH:2]([C:7]1[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=1)[CH2:3][C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 6811Phthalic AnhydrideHCID 5798853-Amino-3-(4-fluorophenyl)propanoic acid

Product 1

HCID 3816170HCID 3816170, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
135 °C

Procedure

2.0 g of rac-3-amino-3-(4-fluorophenyl)propanoic acid (10.92 mmol) and 1.62 g of phthalic anhydride (10.92 mmol) were dissolved in 9 ml of DMF and heated at reflux at 135° C. overnight. The reaction solution was added to about 200 ml of water. The solid formed was stirred at RT for about 30 min and then filtered off, washed with water and dried under high vacuum. This gave 3.43 g of the title compound (86% of theory, purity about 86%).

Workup

  1. temperatureheated
  2. customThe solid formed
  3. filtrationfiltered off
  4. washwashed with water
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-be1cb000e0fa40c8a04784395db9e57c
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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