Water → HCID 12216183, compound

HRID 2163141Notes

Reaction equation

HRID 2163141 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][C:6]2([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:4]([O:5]2)[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>CCOCC>[CH3:1][N:2]1[CH2:8][CH2:7][C@H:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C@H:4]([OH:5])[CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 4350913-Methyl-6-phenyl-7-oxa-3-azabicyclo[4.1.0]heptaneHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 12216183HCID 12216183, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 3-methyl-6-phenyl-7-oxa-3-azabicyclo[4.1.0]-heptane (1.00 g; 5.30 mmoles, described in Example 6) in anhydrous ether (10 ml) is added dropwise, with stirring to a slurry of lithium aluminum hydride (0.50 g, 13.2 mmoles) in anhydrous ether (50 ml). The mixture is stirred for 4 hours at room temperature. Excess lithium aluminum hydride is decomposed by slow addition of water (10 ml). The white precipitate is filtered and washed with ether. The combined ether layers are dried over potassium chloride and evaporated. The white solid residue is dried to give the title compound, mp 95°-97° C. (R. E. Lyle and W. E. Krueger, supra, reported mp 95°-97° C.).

Workup

  1. filtrationThe white precipitate is filtered
  2. washwashed with ether
  3. dry with materialThe combined ether layers are dried over potassium chloride
  4. customevaporated
  5. customThe white solid residue is dried

Sources & evidence

ORD record
ord-8fac950caf4b4a17ba3f3d7593f8a1d4
Source dataset
uspto-grants-1979_01
Patent number
US04132710

Reaction notes

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