Sodium borohydride → HCID 10728581, compound

HRID 2230263Notes

Reaction equation

HRID 2230263 reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:16]=[CH:15][C:14]2[C:17]3[C:6]=1[CH2:7][CH2:8][C:9](=[CH:18][C:19]#[N:20])[C:10]=3[CH:11]=[CH:12][CH:13]=2>CO.Cl[Pd]Cl>[CH3:3][O:4][C:5]1[CH:16]=[CH:15][C:14]2[C:17]3[C:6]=1[CH2:7][CH2:8][CH:9]([CH2:18][C:19]#[N:20])[C:10]=3[CH:11]=[CH:12][CH:13]=2

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 69847207HCID 69847207, compound

Product 1

HCID 10728581HCID 10728581, compound

Reagents, catalysts & solvents 2

HCID 24290Palladium ChlorideCatalystHCID 887MethanolSolvent2×

Procedure

The catalyst is prepared starting from 55 mg of PdCl2 in 5 ml of methanol treated with 25 mg of sodium borohydride. After 15 minutes' stirring, the compound obtained in Step A (1 g, 4.25.10−3 mol), diluted with methanol (15 ml), is incorporated. The mixture is purged with argon and placed under hydrogen. The reaction is monitored by GPC analysis. After 2 hours 30 minutes' hydrogenation, the reaction mixture is filtered over Celite, rinsed and then evaporated under reduced pressure. The title product is isolated in the form of a colourless oil.

Workup

  1. customThe catalyst is prepared
  2. customThe mixture is purged with argon
  3. waitAfter 2 hours 30 minutes' hydrogenation
  4. filtrationthe reaction mixture is filtered over Celite
  5. washrinsed
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-6c22a64eb6984181a3e836376856c041
Source dataset
uspto-grants-2002_07
Patent number
US06423870B1

Reaction notes

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