Thionyl Chloride → HCID 67836103, compound

HRID 1460482Notes

Reaction equation

HRID 1460482 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][C@@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1>ClCCl>[ClH:3].[Cl:3][CH2:6][CH2:7][C@@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 54342543HCID 54342543, compound

Product 1

HCID 67836103HCID 67836103, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (2ml) was added slowly to a solution of (S)-2-(2-hydroxyethyl)-1-(4-methoxyphenethyl)pyrrolidine (see Preparation 9) (3.0 g) in dichloromethane (30 ml). The mixture was heated under reflux for 2 hours and evaporated under reduced pressure to give the title compound as a brown oil, (4.15 g), which was characterised by NMR and used directly in Example 5 without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-cc2e22ac901e4d54a64cd7da514bc59b
Source dataset
uspto-grants-1991_12
Patent number
US05071844

Reaction notes

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