HCID 12398824, compound → HCID 21409387, compound

HRID 1658989Notes

Reaction equation

HRID 1658989 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[CH:20]=[CH:19][C:8]2[C:9](=[O:18])[C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[CH:12]=[CH:13][C:7]=2[CH:6]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC.O1CCCC1>[O:18]=[C:9]1[C:8]2[CH:19]=[CH:20][C:5]([CH2:4][CH2:3][OH:2])=[CH:6][C:7]=2[CH:13]=[CH:12][C:11]2[CH:14]=[CH:15][CH:16]=[CH:17][C:10]1=2

Participants

4

Reactant 2

HCID 12398824HCID 12398824, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 21409387HCID 21409387, compound

Reagents, catalysts & solvents 1

HCID 21868444Ether tetrahydrofuranSolvent

Procedure

0.45 G. of methyl(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)acetate is dissolved in 10 ml. of ether/tetrahydrofuran (1:1) and excess lithium aluminum hydride is added. After 3 hours, excess hydride is destroyed by addition of water and the mixture is extracted with ether. The extract is dried and to it is added 2.0 g. of manganese dioxide. The mixture is left for 4 days and then filtered through celite and evaporated. The residue is recrystallized from hexane to afford 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)ethan1-ol (m.p. 73°-75°C).

Workup

  1. customexcess hydride is destroyed by addition of water
  2. extractionthe mixture is extracted with ether
  3. customThe extract is dried and to it
  4. additionis added 2.0 g
  5. waitThe mixture is left for 4 days
  6. filtrationfiltered through celite
  7. customevaporated
  8. customThe residue is recrystallized from hexane

Sources & evidence

ORD record
ord-2f0c3fc292ef4e7b9a0bc02853948b29
Source dataset
uspto-grants-1976_06
Patent number
US03966820

Reaction notes

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