Aluminium lithium hydride → HCID 22727927, compound

HRID 2086028Notes

Reaction equation

HRID 2086028 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-9125d3d516a945c894ca9ab32d84e0d5
Source dataset
uspto-grants-2004_04
Patent number
US06723731B2

Reaction notes

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