Sodium borohydride → HCID 18466159, compound

HRID 2230262Notes

Reaction equation

HRID 2230262 reaction equation
[BH4-].[Na+].[CH2:3]([O:5][C:6](=[O:23])[CH:7]=[C:8]1[C:19]2=[C:20]3[C:15](=[CH:16][CH:17]=[CH:18]2)[CH:14]=[CH:13][C:12]([O:21][CH3:22])=[C:11]3[CH2:10][CH2:9]1)[CH3:4]>CO.Cl[Pd]Cl>[CH2:3]([O:5][C:6](=[O:23])[CH2:7][CH:8]1[C:19]2=[C:20]3[C:15](=[CH:16][CH:17]=[CH:18]2)[CH:14]=[CH:13][C:12]([O:21][CH3:22])=[C:11]3[CH2:10][CH2:9]1)[CH3:4]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 70179380HCID 70179380, compound

Product 1

HCID 18466159HCID 18466159, compound

Reagents, catalysts & solvents 2

HCID 24290Palladium ChlorideCatalystHCID 887MethanolSolvent2×

Procedure

55 mg of PdCl2 in 5 ml of methanol are treated with 25 mg of sodium borohydride. After 15 minutes' stirring, the compound obtained in Step F (1 g, 3.54.10-3 mol), diluted with methanol (15 ml), is added. The mixture is purged with argon and placed under hydrogen. The reaction is monitored by GPC analysis. After 1 hour 30 minutes' hydrogenation, the reaction mixture is filtered over Celite, rinsed and then evaporated under reduced pressure.

Workup

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

Sources & evidence

ORD record
ord-20e5128b81ee4685a6a00c5421a62a91
Source dataset
uspto-grants-2002_07
Patent number
US06423870B1

Reaction notes

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