Morpholine → HCID 22493473、化合物

A 1-L, 3-necked round-bottom flask was equipped with a mechanical stirrer, a rubber septum with a nitrogen inlet and a stopper. The flask was charged with the product of Example 5 (14.6 g) and dichloromethane (250 mL). Morpholine (8.85 mL) was added, and then to this well-stirred reaction mixture was added sodium triacetoxyborohydride (32 g) in 4 equal portions. After the addition, the reaction mixture was stirred at room temperature overnight. Aqueous NaOH (10% w/v, 75 mL) was added, and the reaction mixture was transferred to a 1-L separatory funnel, to which water(100 mL) was then added. After separation of the layers, the aqueous phase was extracted once with dichloromethane (100 mL). The combined organic extracts were washed with brine (30 mL), dried over MgSO4, and filtered. The solvents were removed from the filtrate under reduced pressure to yield the product as yellow oil. The crude product was purified by filtration through a pad of silica gel (ethyl acetate/hexanes; 7:3) to obtain the title compound as a pale yellow oil (13.7 g).

1. customto this well-stirred reaction mixture
2. additionAfter the addition
3. additionwas then added
4. customAfter separation of the layers
5. extractionthe aqueous phase was extracted once with dichloromethane (100 mL)
6. washThe combined organic extracts were washed with brine (30 mL)
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. customThe solvents were removed from the filtrate under reduced pressure

ORDレコード

ord-80f4db89268d444ca9192bffe42c5f22

出典データセット

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06884803B2