Dichloromethane → HCID 18630839, compound

HRID 564881Notes

Reaction equation

HRID 564881 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH:10]2[NH:21][CH2:20][CH2:19][C:12]3(C(=O)CCC3=O)[CH2:11]2)[CH:5]=[CH:6][C:7]=1[F:8].C(Cl)Cl.[OH-:25].[Na+]>Cl>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH:10]2[CH2:11][C:12](=[O:25])[CH2:19][CH2:20][NH:21]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 18319934HCID 18319934, compound

Product 1

HCID 18630839HCID 18630839, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of intermediate 12 (0.032 mol) in HCl, (6N; 90 ml) was stirred at 75° C., then cooled. CH2Cl2 was added and the mixture was alkalized with NaOH at a temperature below 20° C. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was dried, yielding 7.2 g of 2-[(3,4-difluorophenyl)methyl]-4-piperidinone (intermediate 13).

Workup

  1. temperaturecooled
  2. customThe organic layer was separated
  3. customdried
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. customThe residue was dried

Sources & evidence

ORD record
ord-a640baa4194241c9961360928af8ed94
Source dataset
uspto-grants-2001_01
Patent number
US06169097A

Reaction notes

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