Sodium borohydride → HCID 67933784, compound
Reaction equation
[C:1]([CH2:3][O:4][C:5]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH:9]=[CH:10]2)#[N:2].[BH4-].[Na+]>C(O)C>[C:1]([CH2:3][O:4][C:5]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH2:9][CH2:10]2)#[N:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The product from Example 1 (10.5 g) was refluxed for 2.5 hours in ethanol (200 ml) containing sodium borohydride (6 g). The reaction was cooled to room temperature and evaporated to dryness. Aqueous hydrochloric acid (50 ml) was carefully added followed by extraction with dichloromethane. The organic layer was separated, dried and evaporated affording 8.4 g. of the desired product (79% yield); m.p. 50°-1° C.
Workup
- customevaporated to dryness
- additionAqueous hydrochloric acid (50 ml) was carefully added
- extractionfollowed by extraction with dichloromethane
- customThe organic layer was separated
- customdried
- customevaporated
- customaffording 8.4 g
Sources & evidence
- ORD record
- ord-b65d9d8e99f146ffb1dbc72a2cb311ce
- Source dataset
- uspto-grants-1987_01
- Patent number
- US04634705
Reaction notes
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