Chloride → HCID 87623974, compound

HRID 1889136Notes

Reaction equation

HRID 1889136 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][C@@H:5]([C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)[OH:6].[Cl-].O.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](O)(=[O:22])=[O:21])=[CH:16][CH:15]=1>CO>[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20]([O:6][C@H:5]([C:7]2[S:8][CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3][NH:2][CH3:1])(=[O:22])=[O:21])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 312ChlorideHCID 521998p-Toluenesulfonic acid monohydrateHCID 100950473-(N-Methylamino)-1-(2-thienyl)-1-propanol, (-)-

Product 1

HCID 87623974HCID 87623974, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of (S)-3-methylamino-1-thiophen-2-yl-propan-1-ol (5.0 g, 29.2 mmol), methylene to chloride (50 mL), p-toluenesulfonic acid hydrate (5.55 g, 29.2 mmol) and methanol (20 mL) is stirred 1 h at 25° C., then concentrated to dryness. The residue (10.8 g) which solidifies after a few hours is finally recrystallised from butanol (30 mL) affording a white powder (6.0 g, 60%);

Workup

  1. concentrationconcentrated to dryness
  2. waitThe residue (10.8 g) which solidifies after a few hours
  3. customis finally recrystallised from butanol (30 mL)

Sources & evidence

ORD record
ord-8400a2f9c3d54c9c9fabcce00cd13486
Source dataset
uspto-grants-2013_08
Patent number
US08501967B2

Reaction notes

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