3-Chloro-1,2-propanediol → HCID 21326950, compound

HRID 615059Notes

Reaction equation

HRID 615059 reaction equation
[CH2:1]([NH:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[H-].[Na+].Cl[CH2:27][CH:28]([OH:31])[CH2:29][OH:30]>CN(C)P(N(C)C)(N(C)C)=O>[CH2:1]([NH:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]([O:21][CH2:27][CH:28]([OH:31])[CH2:29][OH:30])=[O:20])=[CH:22][CH:23]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 72903-Chloro-1,2-propanediolHCID 24758Sodium hydrideHCID 20556316HCID 20556316, compound

Product 1

HCID 21326950HCID 21326950, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A solution of 6.36 g. of 4-(n-tridecylamino)benzoic acid in 25 ml. of hexamethylphosphoramide is treated with sodium hydride and the 1-chloro-2,3-propanediol in the manner described in Example 2 to yield 2,3-dihydroxypropyl 4-(n-tridecylamino)benzoate as a white solid.

Sources & evidence

ORD record
ord-670f1147a7d74b738ac78f1c957f2113
Source dataset
uspto-grants-1979_03
Patent number
US04146546

Reaction notes

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