HCID 131735574, compound → HCID 42606465, compound

Participants

Reaction Conditions

Reaction Steps

2 g of the resulted N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]octadecyl-amide were transferred to a three necks round bottom flask equipped with a dropping funnel, a cooling bath, and a magnetic stirrer. The compound was dissolved in 50 ml dry THF and the solution was cooled to 0° C. 40 ml of 1.0 M solution of B2H6 in THF (borane tetrahydrofuran complex) were added dropwise through the dropping funnel during 2 hours and then the mixture was left to react for another 2 hours at 0° C. The cooling bath was removed and the reaction was left to stir overnight. The next day, 10 ml of H2O were added slowly and the solution was evaporated to dryness, transferred to a separatory funnel, and 100 ml water, 100 ml dichloromethane and 50 ml methanol were added. Following shaking, the lower phase was collected and the upper, aqueous-methanolic phase was extracted twice with 50 ml CH2Cl2:MeOH, 3:1. The combined organic phases were washed with 100 ml H2O, dried for 2 hours over MgSO4, filtered and the solution was evaporated to dryness. The resulted product was crystallized from ethanol:H2O. Yield: 0.9 g.

Provenance & Evidence