Tetrahydropyran-2-methanol → HCID 58010761, compound

HRID 2062284Notes

Reaction equation

HRID 2062284 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][OH:8].[N:9]1([C:14](N2C=CN=C2)=[O:15])[CH:13]=[CH:12][N:11]=[CH:10]1>>[N:9]1([C:14]([O:8][CH2:7][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][O:1]2)=[O:15])[CH:13]=[CH:12][N:11]=[CH:10]1

Participants

3

Reactant 2

HCID 7524Tetrahydropyran-2-methanolHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 58010761HCID 58010761, compoundYield 61.6%

Conditions

Temperature
50 °C

Procedure

A mixture of (tetrahydro-2H-pyran-2-yl)methanol (369 mg, 3.18 mmol) and di(1H-imidazol-1-yl)methanone (1.0 g, 6.36 mmol) in 0.3 M CH3CI (10 mL) was stirred at 50° C. for 3 h. After allowing the reaction to cool to room temperature, the solvent was evaporated under reduced pressure giving (tetrahydro-2H-pyran-2-yl)methyl 1H-imidazole-1-carboxylate (412 mg) which was used without further purification. LC/MS: m/z 211.1 (M+H)+ at 0.94 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Workup

  1. customthe reaction
  2. temperatureto cool to room temperature
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-956d8cd6c9d2408bb4bf2c97e513a426
Source dataset
uspto-grants-2012_10
Patent number
US08283354B2

Reaction notes

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