Chloroacetic Acid → HCID 20209923, compound

HRID 542283Notes

Reaction equation

HRID 542283 reaction equation
[CH3:1][C:2]([CH3:15])([CH2:13]O)[CH2:3][N:4]1[C:8](=[O:9])[C:7]([CH3:10])=[C:6]([CH3:11])[C:5]1=[O:12].[Cl:16][CH2:17][C:18]([OH:20])=[O:19].S(=O)(=O)(O)O.C1(C)C=CC=CC=1>O>[Cl:16][CH2:17][C:18]([O:20][CH:3]([N:4]1[C:8](=[O:9])[C:7]([CH3:10])=[C:6]([CH3:11])[C:5]1=[O:12])[C:2]([CH3:15])([CH3:13])[CH3:1])=[O:19]

Participants

6

Reactant 4

HCID 300Chloroacetic AcidHCID 1118Sulfuric AcidHCID 1140TolueneHCID 20209920HCID 20209920, compound

Product 1

HCID 20209923HCID 20209923, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 105.6 g (0.5 mole) of N-(2,2-dimethyl-3-hydroxypropyl)dimethylmaleimide, 56.7 g (0.6 mole) of chloroacetic acid, 5.9 g of concentrated sulfuric acid and 400 ml of toluene are heated as described in Example 1 until the formation of water (9 ml) has ceased. The reaction solution is worked up as in Example 1, affording 121 g of a colourless liquid.

Workup

  1. temperatureare heated

Sources & evidence

ORD record
ord-4a5aefc07e3c41668223feb25165f639
Source dataset
uspto-grants-1987_04
Patent number
US04656292

Reaction notes

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