Hydrochloric Acid → HCID 15405226, compound

HRID 443192Notes

Reaction equation

HRID 443192 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1([CH3:20])[O:17][C:16](=[O:18])[CH2:15][CH:14]2[CH:9]1[CH2:10][CH2:11][CH:12]([CH3:19])[CH2:13]2.Cl>CCOCC>[OH:18][CH2:16][CH2:15][CH:14]1[CH:9]([C:8]([OH:17])([CH3:7])[CH3:20])[CH2:10][CH2:11][CH:12]([CH3:19])[CH2:13]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 15405225HCID 15405225, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 15405226HCID 15405226, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Into a four-mouth flask (volume: 100 ml), in which the inside was substituted by nitrogen, were supplied ether and lithium aluminum hydride (1.9 g; 51 mmol). To this mixture was added dropwise at room temperature an ether solution of 2,2,8-trimethyl-3-oxabicyclo-[4,4,0]- decan-4-one (1 g; 5.1 mmol) which had been separately prepared. The resultant mixture was allowed to react at the same temperature for 1 hour, and the reaction solution was poured into a 10% aqueous solution of hydrochloric acid for separation. The ether layer was separated, washed with brine, dried over anhydrous magnesium sulfate, and concentrated. The resultant crude product was purified by column chromatography on silica gel to give the title compound (3) (0.9 g; 4.5 mmol) (Theoretical yield: 88.2%). Analytical results on the title compound are given below.

Workup

  1. customhad been separately prepared
  2. customto react at the same temperature for 1 hour
  3. customThe ether layer was separated
  4. washwashed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe resultant crude product was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-9eb1b02ec2764a16abe1f652eeed39fe
Source dataset
uspto-grants-1999_04
Patent number
US05892133

Reaction notes

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