Hydrochloric Acid → HCID 131726445, compound

HRID 1351617Notes

Reaction equation

HRID 1351617 reaction equation
[CH2:1]=[CH:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][OH:28].[Cl:29][CH2:30][C:31](Cl)=[O:32].Cl>>[CH2:1]=[CH:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][O:28][C:31]([CH2:30][Cl:29])=[O:32]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 14619770HCID 14619770, compound

Product 1

HCID 131726445HCID 131726445, compound

Conditions

Temperature
67 °C

Procedure

205.3 g (0.5 mol) of a molar-mass distributed polyether having the average structure CH2═CHCH2(OCH2CH2)8OH were placed under nitrogen at room temperature. Within 30 minutes, 63.4 g (0.55 mol) chloroacetic acid chloride were added dropwise, under intense stirring. During the dropwise addition, the temperature increased to 67° C., and an intensive formation of HCl set in. Upon completion of the dropwise addition, the batch was heated to 120° C. for 40 minutes. Finally all constituents boiling at up to 120° C. and 20 hPa were then removed via distillation. 243.6 g of a yellow, viscous liquid of the composition CH2═CHCH2(OCH2CH2)8OC(O)CH2Cl were obtained. It was determined using gas chromatography that neither chloroacetic acid chloride, chloroacetic acid, nor the OH-terminated oligoethylene glycols are present in the reaction product.

Workup

  1. customwere placed under nitrogen at room temperature
  2. additionDuring the dropwise addition
  3. additionUpon completion of the dropwise addition
  4. temperaturethe batch was heated to 120° C. for 40 minutes
  5. customboiling at up to 120° C. and 20 hPa
  6. customwere then removed via distillation

Sources & evidence

ORD record
ord-bead2a45d6bc46509abdb3ed08dcc408
Source dataset
uspto-grants-2007_05
Patent number
US07217777B2

Reaction notes

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