Aluminium lithium hydride → HCID 20319977, compound

HRID 866631Notes

Reaction equation

HRID 866631 reaction equation
[CH:1]([N:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][CH:5]([CH2:14][NH:15][CH:16]=O)[CH2:4]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1.C(Cl)Cl>[CH3:16][NH:15][CH2:14][CH:5]1[CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N:3]([CH3:1])[CH2:4]1

Participants

5

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 54405701HCID 54405701, compound

Product 1

HCID 20319977HCID 20319977, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
10 °C

Procedure

3.2 g of N-[(1-formyl-2,3,4,5-tetrahydro-[1H]-1-benzazepine-3-yl)-methyl] -formamide were added over 5 minutes to a temperature less than 20° C to a mixture of 3.2 g of lithium aluminum hydride in 60 ml of anhydrous tetrahydrofuran and the mixture was refluxed for an hour and then cooled to 10° C. 20 ml of tetrahydrofuran containing 40% water were added thereto dropwise and the mixture was filtered. The filtrate was washed with methylene chloride and was evaporated to dryness under reduced pressure to obtain 2.5 g of raw product. The latter was taken up in methylene chloride and the solution was washed with water, dried over magnesium sulfate, filtered and evaporated to dryness to obtain 2.5 g of [N, 1-dimethyl-2,3,4,5-tetrahydro-[1H]-1-benzazepine-3-methanamine].

Workup

  1. temperaturethe mixture was refluxed for an hour
  2. filtrationdropwise and the mixture was filtered
  3. washThe filtrate was washed with methylene chloride
  4. customwas evaporated to dryness under reduced pressure
  5. customto obtain 2.5 g of raw product
  6. washthe solution was washed with water
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated to dryness

Sources & evidence

ORD record
ord-f7078c346dc149549ee2f8046d90bd77
Source dataset
uspto-grants-1978_07
Patent number
US04100278

Reaction notes

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