HCID 15131407, compound → 2-Propenoic acid, 2-isocyanatoethyl ester

HRID 1867928Notes

Reaction equation

HRID 1867928 reaction equation
Cl[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH2:8][N:9]=[C:10]=[O:11])=[O:5]>C1(C)C=CC=CC=1>[C:4]([O:6][CH2:7][CH2:8][N:9]=[C:10]=[O:11])(=[O:5])[CH:3]=[CH2:2]

Participants

3

Conditions

Temperature
50 °C

Procedure

A three-necked flask was charged with 500 ml of toluene, 60 g (0.34 mol) of (2-isocyanatoethyl) 3-chloropropionate obtained in Synthesis Example 2, and 200 g of a dried strongly basic ion-exchange resin, followed by heating at 50° C. for 6 hours with stirring. After cooling to room temperature, the ion-exchange resin was filtered off. Subsequently, the toluene was evaporated, and the remainder was distilled (at 62-67° C. and 0.7 kPa) to yield 41 g (0.29 mol) of acryloyloxyethyl isocyanate (boiling point: 200° C.) (86% yield). The hydrolyzable chlorine concentration was 270 ppm.

Workup

  1. customobtained in Synthesis Example 2, and 200 g of
  2. customa dried strongly basic ion-exchange resin
  3. temperatureAfter cooling to room temperature
  4. filtrationthe ion-exchange resin was filtered off
  5. customSubsequently, the toluene was evaporated
  6. distillationthe remainder was distilled (at 62-67° C. and 0.7 kPa)

Sources & evidence

ORD record
ord-8f8981e0942f49e481920389afc6586d
Source dataset
uspto-grants-2009_12
Patent number
US07632965B2

Reaction notes

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