Hydride → HCID 23451705, compound

HRID 1278453Notes

Reaction equation

HRID 1278453 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7](=[C:10]1[CH2:14][CH2:13][C:12]2([CH2:19][CH:18]([CH3:20])[C:17](=[O:21])[CH:16]([CH3:22])[CH2:15]2)[CH2:11]1)([CH3:9])[CH3:8].[H-]>CCOCC>[C:7](=[C:10]1[CH2:14][CH2:13][C:12]2([CH2:15][CH:16]([CH3:22])[CH:17]([OH:21])[CH:18]([CH3:20])[CH2:19]2)[CH2:11]1)([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 166653HydrideHCID 21226445Aluminium lithium hydrideHCID 23451707Spiro[4.5]decan-8-one, 7,9-dimethyl-2-(1-methylethylidene)-

Product 1

HCID 23451705HCID 23451705, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

To a suspension of lithium aluminum hydride (0.19 g, 5 mmol) in anhydrous ether (10 mL) was added 2-isopropylidene-7,9-dimethylspiro[4.5]decan-8-one (1.6 g, 7.3 mmol), prepared according to Example 23, in ether (3 mL) under nitrogen. The mixture was stirred at room temperature for 2 hours and then excess hydride decomposed by addition of wet ether. The solution was filtered, dried (Na2SO4) and concentrated on a rotary evaporator. Kugelrohr distillation gave 1.4 g, bp 150° C./0.5 mm, of the alcohol having the structure: ##STR36##

Workup

  1. customprepared
  2. filtrationThe solution was filtered
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated on a rotary evaporator
  5. distillationKugelrohr distillation
  6. customgave 1.4 g, bp 150° C./0.5 mm

Sources & evidence

ORD record
ord-e76fa9e187684853b00803c23222a82d
Source dataset
uspto-grants-1981_07
Patent number
US04281204

Reaction notes

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