Sodium hydride → HCID 67761997, compound

HRID 617744Notes

Reaction equation

HRID 617744 reaction equation
[H-].[Na+].F[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1([CH2:20][OH:21])[CH2:15][CH2:14][C:13]2([O:19][CH2:18][CH2:17][O:16]2)[CH2:12][CH2:11]1>CN(C=O)C.C(OCC)(=O)C>[O:16]1[CH2:17][CH2:18][O:19][C:13]21[CH2:14][CH2:15][C:10]1([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[O:21][CH2:20]1)[CH2:11][CH2:12]2

Participants

5

Reactant 2

HCID 24758Sodium hydrideHCID 21834554HCID 21834554, compound

Product 1

HCID 67761997HCID 67761997, compoundYield 98.1%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
110 °C

Procedure

Sodium hydride (80% in mineral oil, 1.53 g, 51 mmol) was stirred in dry DMF (30 ml) as 4'-(2-fluorophenyl)-4'-(hydroxymethyl)spiro[[1,3]-dioxolane-2,1 '-cyclohexane] (D22, 5.44 g, 20 mmol) was added in dry DMF (70 ml). The mixture was stirred under Ar at 110° C. for 6 h, cooled, diluted with ethyl acetate (500 ml), washed with water and brine, dried (Na2SO4) and evaporated to give the title compound (4.83 g, 96%) as a straw-coloured solid.

Workup

  1. temperaturecooled
  2. washwashed with water and brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-9b9ebe471da841e8a0efef3828db5071
Source dataset
uspto-grants-1999_09
Patent number
US05952325

Reaction notes

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