Tetrahydrofuran → HCID 66936807, compound

HRID 1364008Notes

Reaction equation

HRID 1364008 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.[CH2:28]1COCC1>>[CH3:17][C:2]([O:1][Si:20]([CH3:27])([CH3:26])[CH3:19])([CH2:18][CH3:28])[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 3

HCID 8028TetrahydrofuranHCID 28925(Trimethylsilyl)imidazoleHCID 66936679HCID 66936679, compound

Product 1

HCID 66936807HCID 66936807, compound

Procedure

To a solution of 2-(4-hydroxy-4-methylpentyl)-spiro[4.5]decan-7-one (29′) (100 mg, 0.396 mmol) in dry THF (2 mL) is added 1-(trimethylsilyl)imidazole (0.292 mL, 1.98 mmol). The reaction mixture is stirred at room temperature for 4 hours and the solvent removed in vacuo. The resulting residue is purified over silica (petroleum ether/EtOAc, 95:5) to afford the desired product which is used directly for the next reaction step.

Workup

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

Sources & evidence

ORD record
ord-ab5c7d4d56124c2cb87f01b4e3127d81
Source dataset
uspto-grants-2011_02
Patent number
US07888338B2

Reaction notes

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