Sodium Carbonate → HCID 57448056, compound

HRID 1879062Notes

Reaction equation

HRID 1879062 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-604700d3ce15492ba859edc2b48ccb50
Source dataset
uspto-grants-2012_11
Patent number
US08314126B2

Reaction notes

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