Sodium Hydroxide → HCID 23146350, compound

HRID 598552Notes

Reaction equation

HRID 598552 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][N:12]1C(=O)C(F)(F)F.[OH-].[Na+]>CO>[NH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH:11]1[CH2:10][C:2]1[S:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 231464011-(2-Benzothiazol-2-ylmethylpiperidin-1-yl)-2,2,2-trifluoroethanone

Product 1

HCID 23146350HCID 23146350, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(2-Benzothiazol-2-ylmethylpiperidin-1-yl)-2,2,2-trifluoroethanone, D29 (1.2 g) was dissolved in methanol (40 ml) and 2N sodium hydroxide solution (20 ml) and heated to 50° C. for 0.75 h. After cooling, the reaction solution was partitioned between dichloromethane and water. The organic solution was dried (MgSO4) and the solvent removed in vacuo. The residue was chromatographed (silica gel, 0-10% [9:1 MeOH/conc. ammonia solution] in dichloromethane) to afford the title compound (0.68 g).

Workup

  1. temperatureAfter cooling
  2. customthe reaction solution was partitioned between dichloromethane and water
  3. dry with materialThe organic solution was dried (MgSO4)
  4. customthe solvent removed in vacuo
  5. customThe residue was chromatographed (silica gel, 0-10% [9:1 MeOH/conc. ammonia solution] in dichloromethane)

Sources & evidence

ORD record
ord-390f30b0fe9c4e5b9a6ece84d55d2322
Source dataset
uspto-grants-2011_03
Patent number
US07897618B2

Reaction notes

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