2-Mercaptoethanol → HCID 14551711, compound

HRID 620809Notes

Reaction equation

HRID 620809 reaction equation
Cl[CH:2]([CH2:6][CH:7]([Cl:10])[CH2:8][CH3:9])[C:3](=[O:5])[CH3:4].[SH:11][CH2:12][CH2:13]O.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:10][CH:7]([CH2:8][CH3:9])[CH2:6][C:2]1[S:11][CH2:12][CH2:13][O:5][C:3]=1[CH3:4]

Participants

5

Reactant 3

HCID 15672-MercaptoethanolHCID 8471TriethylamineHCID 14551713HCID 14551713, compound

Product 1

HCID 14551711HCID 14551711, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 26 g (0.14 mole) of 3,5-dichloro-2-heptanone, 12 g (0.15 mole) of 2-mercaptoethanol, and 15 g (0.15 mole) of triethylamine in 200 ml toluene, was stirred at ambient temperature overnight. The mixture was then washed with dilute hydrochloric acid and subsequently refluxed with 0.1 g. p-toluenesulfonic acid with azeotropic removal of water for six hours. Upon cooling, it was washed with aqueous sodium bicarbonate, dried (magnesium sulfate), and the solvent was removed to leave the product.

Workup

  1. washThe mixture was then washed with dilute hydrochloric acid
  2. temperaturesubsequently refluxed with 0.1 g
  3. customp-toluenesulfonic acid with azeotropic removal of water for six hours
  4. temperatureUpon cooling
  5. washit was washed with aqueous sodium bicarbonate
  6. dry with materialdried (magnesium sulfate)
  7. customthe solvent was removed
  8. customto leave the product

Sources & evidence

ORD record
ord-4a02155e0e9a4f3f85b14b08848e1ea8
Source dataset
uspto-grants-1989_04
Patent number
US04822813

Reaction notes

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