Sodium borohydride → HCID 59602216, compound

Participants

Reaction Steps

With stirring under nitrogen atmosphere under ice cooling, 80 g of dispiro[4.1.4.3]tetradecan-6-one and 73 g of tetrahydrofuran were added to a mixture of 14.5 g of sodium borohydride, 145 g of methanol, 0.3 g of 25% sodium hydroxide aqueous solution, 8 g of water, and 73 g of tetrahydrofuran. The reaction mixture was stirred overnight at room temperature, and 300 ml of toluene was added thereto, whereupon the organic layer was separated. Through ordinary work-up of extraction, washing and drying, and subsequent concentration under reduced pressure, there was obtained 81.0 g (yield 99%) of the target compound, dispiro[4.1.4.3]-tetradecan-6-ol. This compound had a purity high enough to use in the subsequent step without further purification.

Provenance & Evidence