HCID 18318790, compound → Lorazepam

HRID 1700797

Reaction equation

HRID 1700797 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([Cl:21])=[C:5]([C:7]2[C:14]3[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=3[NH:12][C:10](=[O:11])[CH:9]([OH:20])[N:8]=2)[CH:6]=1.C(O)C>C(OCC)(=O)C>[CH:1]1[CH:2]=[CH:3][C:4]([Cl:21])=[C:5]([C:7]2[C:14]3[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=3[NH:12][C:10](=[O:11])[CH:9]([OH:20])[N:8]=2)[CH:6]=1

Participants

3

Reactant 1

HCID 18318790HCID 18318790, compound

Product 1

HCID 3958LorazepamYield 86.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

Lorazepam ethanol solvate (5 kg) was suspended in ethyl acetate (20 L). The suspension was heated to 60° C. for one hour with rapid stirring and then cooled to 15° C. The suspension was filtered to recover the lorazepam crystals. The crystals were then washed with ethyl acetate (2L) and dried at 50° C. under 65 mm Hg vacuum for two hours to give crystalline lorazepam (3.8 kg, 80%).

Workup

  1. temperaturecooled to 15° C
  2. filtrationThe suspension was filtered
  3. customto recover the lorazepam crystals
  4. washThe crystals were then washed with ethyl acetate (2L)
  5. customdried at 50° C. under 65 mm Hg vacuum for two hours

Sources & evidence

ORD record
ord-2de353c9f0d343dcbfef6e5e8a68ba67
Source dataset
uspto-grants-2002_02
Patent number
US06350870B2

Linked notes

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