Thioglycolic Acid → 11-(Carboxymethylthio)undecanoylmorpholine

HRID 372685Notes

Reaction equation

HRID 372685 reaction equation
[C:1]([N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].[SH:19][CH2:20][C:21]([OH:23])=[O:22]>>[C:21]([CH2:20][S:19][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([N:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1)=[O:12])([OH:23])=[O:22]

Participants

3

Reactant 2

HCID 1133Thioglycolic AcidHCID 96360N-10-Undecenoylmorpholine

Product 1

HCID 5392131911-(Carboxymethylthio)undecanoylmorpholine

Conditions

Temperature
60 °C

Procedure

5 g (.02 mole) of 10-undecenoylmorpholine and 2.3 g (.025 mole) of mercaptoacetic acid were placed in a flask equipped with stirring bar. The temperature was raised to 60° C and maintained there for two hours with stirring. The excess mercaptoacetic acid was removed by distillation at reduced pressure and water washings.

Workup

  1. customequipped
  2. temperaturemaintained there for two hours
  3. stirringwith stirring
  4. customThe excess mercaptoacetic acid was removed by distillation at reduced pressure and water washings

Sources & evidence

ORD record
ord-f1a7acd31ab04f8e82997db70dcf35ee
Source dataset
uspto-grants-1978_05
Patent number
US04092319

Reaction notes

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