2-Bromoethanol → HCID 305582, compound

HRID 1838611Notes

Reaction equation

HRID 1838611 reaction equation
Cl.[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][SH:6].[OH-].[Na+].Br[CH2:11][CH2:12][OH:13]>C(O)C>[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][S:6][CH2:11][CH2:12][OH:13]

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 14798Sodium HydroxideHCID 25798Captamine Hydrochloride

Product 1

HCID 305582HCID 305582, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(Dimethylamino)ethanethiol hydrochloride (Aldrich) is treated with NaOH (0.2N) in ethanol (95%). To this slurry, 2-bromoethanol (1.2 eq.) is added and the mixture is refluxed for 2 hours. The reaction mixture is cooled, filtered and concentrated. The resultant residue is purified by silica gel flash column chromatography to give the title compound.

Workup

  1. temperaturethe mixture is refluxed for 2 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe resultant residue is purified by silica gel flash column chromatography

Sources & evidence

ORD record
ord-69238dae190347d2a92622312dac1d78
Source dataset
uspto-grants-2004_01
Patent number
US06673912B1

Reaction notes

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