Hydrochloric Acid → HCID 53651268, compound

HRID 1719852Notes

Reaction equation

HRID 1719852 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].CC[O-].[Na+].[CH:14]([CH:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH2:15].Cl>CC(C)=O.COCCO.C(O)CO>[OH:1][CH2:2][CH2:3][N:4]([CH:16]([CH:14]=[CH2:15])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:5][CH2:6][C:7]([OH:9])=[O:8]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 222905N-(2-hydroxyethyl)-beta-alanineHCID 2723922Sodium ethoxideHCID 11768772Benzene, 1-(chloromethyl)-3(or 4)-ethenyl-

Product 1

HCID 53651268HCID 53651268, compound

Reagents, catalysts & solvents 3

HCID 174Ethylene GlycolSolventHCID 180AcetoneSolventHCID 80192-MethoxyethanolSolvent2×

Procedure

Into the same flask as in Example 1, N-(2-hydroxyethyl)-β-alanine (117 parts), sodium ethylate (68 parts), ethylene glycol (300 parts) and ethylene glycol monomethyl ether (150 parts) are charged, and the resultant mixture is heated at 100° C. under stirring. A mixture of vinylbenzyl chloride (152 parts) and ethylene glycol monomethyl ether (100 parts) is dropwise added thereto in 2 hours. Stirring under heating is further continued for 6 hours. The reaction mixture is neutralized with hydrochloric acid, and acetone is added thereto to precipitate a white solid substance. The white solid substance is collected by filtration and dried under reduced pressure to give N-(2-hydroxyethyl)-N-(vinylbenzyl)-β-alanine (191 parts) of the formula: ##STR21## of which the NMR chart is shown in FIG. 8.

Workup

  1. additionis dropwise added
  2. stirringStirring
  3. temperatureunder heating
  4. waitis further continued for 6 hours
  5. additionis added
  6. customto precipitate a white solid substance
  7. filtrationThe white solid substance is collected by filtration
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-4f3db73baccd40bca322e85893ea1826
Source dataset
uspto-grants-1985_09
Patent number
US04543216

Reaction notes

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