Sodium borohydride → HCID 67933784, compound

HRID 979801Notes

Reaction equation

HRID 979801 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

HCID 4311764Sodium borohydrideHCID 86741182HCID 86741182, compound

Product 1

HCID 67933784HCID 67933784, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  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
  7. 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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