Thionyl Chloride → HCID 67936536, compound

HRID 568787Notes

Reaction equation

HRID 568787 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH2:12][CH2:13][N:14]([CH3:19])[C@@H:15]([CH3:18])[CH2:16]O)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].S(Cl)([Cl:22])=O>C(Cl)(Cl)Cl>[ClH:22].[Cl:1][CH2:16][C@@H:15]([N:14]([CH3:19])[CH2:13][CH2:12][C:6]1[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:4]([O:3][CH3:2])[CH:5]=1)[CH3:18]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67936881HCID 67936881, compound

Product 1

HCID 67936536HCID 67936536, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 7.06 g (0.028 mole) of (S)-2-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]-1-propanol hydrochloride in 100 ml of chloroform was added 4.8 ml (0.067 mole) of thionyl chloride and the reaction was heated to reflux for 3 hr. The reaction was cooled and the solvent was evaporated in vacuo to give 3.09 g of (S)-N-(2-chloro-1-methylethyl)-3,4-dimethoxy-N-methylbenzeneethaneamine hydrochloride as a brown glass (43%).

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 3 hr
  3. temperatureThe reaction was cooled
  4. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-b115434592d045dbba595351a475626a
Source dataset
uspto-grants-1988_03
Patent number
US04729994

Reaction notes

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