Sodium borohydride → HCID 67933783, compound

HRID 979803Notes

Reaction equation

HRID 979803 reaction equation
[C:1]([CH2:3][O:4][C:5]1[CH:14]=[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[CH:14]=[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

HCID 4311764Sodium borohydrideHCID 67933782HCID 67933782, compound

Product 1

HCID 67933783HCID 67933783, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product from Example 14 (11.4 g) was refluxed for 2.5 hours in ethanol (250 ml) containing sodium borohydride (3.0 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 the product (9.2 g).

Workup

  1. customevaporated to dryness
  2. additionAqueous hydrochloric acid (50 ml) was carefully added
  3. extractionfollowed by extraction with dichloromethane
  4. customThe organic layer was separated
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-757347d1226342118b41a3d4f3d1f90b
Source dataset
uspto-grants-1987_01
Patent number
US04634705

Reaction notes

Loading…