Hydrochloric Acid → HCID 67905791, compound

HRID 373977Notes

Reaction equation

HRID 373977 reaction equation
[OH:1][CH:2]([CH2:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:3][NH:4][C@H:5]([CH3:17])[CH2:6][CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=1.[ClH:26]>CO>[ClH:26].[OH:1][CH:2]([CH2:18][O:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH2:3][NH:4][C@H:5]([CH3:17])[CH2:6][CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67905488HCID 67905488, compound

Product 1

HCID 67905791HCID 67905791, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 342 mg of p-[(R)-3-[[(RS)-2-hydroxy-3-phenoxypropyl]amino]-butyl]benzamide in 5 ml of methanol was treated with 44 mg of hydrochloric acid gas in 1 ml of methanol. The solution was concentrated to 3 ml and treated with 3 ml of ether. After standing at 0° for several hours, the separated crystals were removed by filtration under suction and recrystallized from methanolether. The p-[(R)-3-[[(RS)-2-hydroxy-3-phenoxypropyl]amino]butyl]-benzamide hydrochloride obtained melted at 156°-158°, [α]D20 =+12° (c=0.7 in methanol), ε234 =13410, ε222 =14970.

Workup

  1. concentrationThe solution was concentrated to 3 ml
  2. additiontreated with 3 ml of ether
  3. waitAfter standing at 0° for several hours
  4. customthe separated crystals were removed by filtration under suction
  5. customrecrystallized from methanolether

Sources & evidence

ORD record
ord-01644b19ac7f46239545a84eedc3dfa2
Source dataset
uspto-grants-1992_11
Patent number
US05166218

Reaction notes

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