Sodium borohydride → HCID 21286954, compound

HRID 2231385Notes

Reaction equation

HRID 2231385 reaction equation
[BH4-].[Na+].[CH3:3][CH:4]1[CH:9]([CH3:10])[C:8](=[O:11])[C:7]([CH3:12])=[C:6]([C:13](=[O:16])[CH2:14][CH3:15])[O:5]1>O1CCCC1.[Cl-].[Zn+2].[Cl-]>[CH3:3][CH:4]1[CH:9]([CH3:10])[C:8](=[O:11])[C:7]([CH3:12])=[C:6]([CH:13]([OH:16])[CH2:14][CH3:15])[O:5]1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 21286949HCID 21286949, compound

Product 1

HCID 21286954HCID 21286954, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

After dissolving 6.8 g (0.05 moles) of zinc chloride in 120 ml of dehydrated tetrahydrofuran, 3.8 g (0.1 moles) of sodium borohydride were added to the solution. The mixture was agitated at 40° C. for 1 hour. After the mixture was cooled with ice, 9.8 g (0.05 moles) of 2,3-dihydro-2,3,5-trimethyl-6-(2-methyl-1-oxoethyl)-4H-pyran-4-one were dripped. After agitating the mixture for 3 hours, 8.7 g of 2,3-dihydro-2,3,5-trimethyl-6-(2-methyl-1-hydroxyethyl)-4H-pyran-4-one were obtained. The yield was 88%.

Workup

  1. additionwere added to the solution
  2. stirringAfter agitating the mixture for 3 hours

Sources & evidence

ORD record
ord-0710f6c73e0944619318ff1df5c26315
Source dataset
uspto-grants-1988_11
Patent number
US04782168

Reaction notes

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