Sodium Carbonate → HCID 57448056, compound

HRID 2358147Notes

Reaction equation

HRID 2358147 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[C:6]=1[F:17])=[O:4].[BH4-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[F:19][C:2]([F:1])([F:18])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[C:6]=1[F:17])[OH:4]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 4311764Sodium borohydrideHCID 67532664HCID 67532664, compound

Product 1

HCID 57448056HCID 57448056, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,2,2-trifluoro-1-(2-fluoro-3-piperidin-4-ylphenyl)ethanone (0.045 g, 0.16 mmol) was dissolved in ethanol (10 ml) and sodium borohydride (0.026 g, 0.064 mmol) was added. The resulting mixture was stirred for 24 h, after which aqueous sodium carbonate (10%, 20 ml) was added. The aqueous phase was extracted with ethylacetate (3×20 ml) and the combined organic phases was dried (MgSO4), filtered and evaporated to dryness. Yield: 0.03 g. MS m/z (rel. intensity, 70 eV) 277 (M+, 87), 276 (69), 178 (14), 103 (19), 56 (bp).

Workup

  1. extractionThe aqueous phase was extracted with ethylacetate (3×20 ml)
  2. dry with materialthe combined organic phases was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-367aae26c9fa42bbb84b0aba0664bcc6
Source dataset
uspto-grants-2010_07
Patent number
US07763639B2

Reaction notes

Loading…