Water → HCID 20378383, compound

HRID 2051925Notes

Reaction equation

HRID 2051925 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][NH:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].I[CH2:24][CH:25]([OH:28])[CH2:26][OH:27].O>CN(C)P(N(C)C)(N(C)C)=O.CCOCC>[O:1]([CH2:8][CH2:9][CH2:10][NH:11][C:12]1[CH:13]=[CH:14][C:15]([C:16]([O:18][CH2:24][CH:25]([OH:28])[CH2:26][OH:27])=[O:17])=[CH:19][CH:20]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 921273-Iodo-1,2-propanediolHCID 20378378HCID 20378378, compound

Product 1

HCID 20378383HCID 20378383, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 12679HexamethylphosphoramideSolvent

Procedure

A solution of 5.5 g of 4-(3-phenoxypropylamino)benzoic acid, 4.80 g of 25% aqueous sodium hydroxide, and 12.6 g of 3-iodo-1,2-propanediol in 50 ml of hexamethylphosphoramide is stirred for 24 hours at ambient temperature, diluted with 100 ml of ether and stirred for 5 days at ambient temperature. The mixture is treated with water and extracted with ether. The dried extracts are evaporated to yield 2,3-dihydroxypropyl 4-(3-phenoxypropylamino)benzoate as a white solid.

Workup

  1. extractionextracted with ether
  2. customThe dried extracts are evaporated

Sources & evidence

ORD record
ord-6c123fa6776e4ba0b36e771adeb87246
Source dataset
uspto-grants-1980_01
Patent number
US04182776

Reaction notes

Loading…