Sodium borohydride → Ethyl2-(1,2-dihydro-1-acenaphthylenyl)acetate

HRID 2230265Notes

Reaction equation

HRID 2230265 reaction equation
[BH4-].[Na+].[CH2:3]([O:5][C:6](=[O:20])[CH:7]=[C:8]1[C:18]2=[C:19]3[C:14](=[CH:15][CH:16]=[CH:17]2)[CH:13]=[CH:12][CH:11]=[C:10]3[CH2:9]1)[CH3:4]>CO.Cl[Pd]Cl>[CH2:3]([O:5][C:6](=[O:20])[CH2:7][CH:8]1[C:18]2=[C:19]3[C:14](=[CH:15][CH:16]=[CH:17]2)[CH:13]=[CH:12][CH:11]=[C:10]3[CH2:9]1)[CH3:4]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 70179131Ethyl2-(1,2-dihydro-1-acenaphthylenylidene)acetate

Product 1

HCID 13715672Ethyl2-(1,2-dihydro-1-acenaphthylenyl)acetate

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 B (1 g, 4.20.10−3 mol), diluted with methanol (25 ml), is added. The mixture is purged with argon and placed under a hydrogen atmosphere. After 2 hours 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 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-455c973d4abd4c9dbc62bc0345c0c13c
Source dataset
uspto-grants-2002_07
Patent number
US06423870B1

Reaction notes

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