Aluminium lithium hydride → HCID 22727927, compound

HRID 1067865Notes

Reaction equation

HRID 1067865 reaction equation
C([O:5][C:6](=O)[CH2:7][O:8][CH:9]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][CH2:15][C:14]2[O:13][C:12]([CH3:23])=[N:11][C:10]1=2)(C)(C)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[CH3:23][C:12]1[O:13][C:14]2[CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH:9]([O:8][CH2:7][CH2:6][OH:5])[C:10]=2[N:11]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 69879057HCID 69879057, compound

Product 1

HCID 22727927HCID 22727927, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of (2-methyl-9,10-dihydro-4H-1-oxa-3-aza-benzo[f]azulen-4-yloxy)-acetic acid tert-butyl ester (1.4 g, 4.3 mmol) in dry ether (10 mL) was added a suspension of lithium aluminum hydride (245 mg, 6.5 mmol) in dry ether (40 mL). Stirring at room temperature for 1.5 h. The reaction was quenched with water an the product extracted with ether. The combined ether phases were dried MgSO4, filtered and concentrated in vacuo to give 900 mg (91%) of 2-(2-methyl-9,10-dihydro-4H-1-oxa-3-aza-benzo[f]azulen-4-yloxy)-ethanol.

Workup

  1. customThe reaction was quenched with water an the product
  2. extractionextracted with ether
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4080cf7a315a402e80166f26bbcab017
Source dataset
uspto-grants-2001_06
Patent number
US06248781B1

Reaction notes

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