Hydrochloric Acid → gamma-Thiomorpholinobutyric acid hydrochloride

HRID 267349Notes

Reaction equation

HRID 267349 reaction equation
[S:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][C:10]([O:12]C)=[O:11])[CH2:3][CH2:2]1.[ClH:14]>O>[ClH:14].[S:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21555513Methyl 4-Thiomorpholinobutyrate

Product 1

HCID 70633382gamma-Thiomorpholinobutyric acid hydrochlorideYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 28.0 g. (0.138 mole) of methyl γ-thiomorpholinobutyrate in 300 ml. of concentrated hydrochloric acid and 250 ml. of water was stirred and heated at reflux for 18 hours. The solvents were removed on a rotary evaporator to give a colorless residue which crystallized upon trituration with acetone. The solid was filtered, washed with acetone, and dried in vacuo to give 28.2 g. (91%) of the desired product as colorless crystals, m.p. 242°-245°C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 18 hours
  3. customThe solvents were removed on a rotary evaporator
  4. customto give a colorless residue which
  5. customcrystallized upon trituration with acetone
  6. filtrationThe solid was filtered
  7. washwashed with acetone
  8. customdried in vacuo
  9. customto give 28.2 g

Sources & evidence

ORD record
ord-94cd64d5e4ef404e92126d1a61c949e6
Source dataset
uspto-grants-1976_03
Patent number
US03941782

Reaction notes

Loading…