(Trimethylsilyl)imidazole → HCID 66936844, compound

HRID 1364006Notes

Reaction equation

HRID 1364006 reaction equation
[OH:1][C:2]([CH3:18])([CH3:17])[CH2:3][CH2:4][CH2:5][CH:6]1[CH2:10][CH2:9][C:8]2([CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH2:11]2)[CH2:7]1.[CH3:19][Si:20]([CH3:27])([CH3:26])N1C=CN=C1>C1COCC1>[CH3:17][C:2]([O:1][Si:20]([CH3:27])([CH3:26])[CH3:19])([CH3:18])[CH2:3][CH2:4][CH2:5][CH:6]1[CH2:10][CH2:9][C:8]2([CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH2:11]2)[CH2:7]1

Participants

4

Reactant 2

HCID 28925(Trimethylsilyl)imidazoleHCID 66936679HCID 66936679, compound

Product 1

HCID 66936844HCID 66936844, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of a 2-(4-hydroxy-4-methylpentyl)-spiro[4.5]decan-7-one (19a) (50 mg, 0.198 mmol) in dry THF (1 mL) was added 1-(trimethylsilyl)-imidazole (0.146 mL, 0.99 mmol). The reaction mixture was stirred at room temperature for 4 hours and the solvent was then removed in vacuo. The resulting residue was purified over silica (petroleum ether/EtOAc, 95:5) to afford the desired product which was used directly for the next reaction step.

Workup

  1. customthe solvent was then removed in vacuo
  2. customThe resulting residue was purified over silica (petroleum ether/EtOAc, 95:5)

Sources & evidence

ORD record
ord-797bcf88828c4ce28ff8f82b8009cfd8
Source dataset
uspto-grants-2011_02
Patent number
US07888338B2

Reaction notes

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