Water → HCID 22760951, compound

HRID 1605640Notes

Reaction equation

HRID 1605640 reaction equation
[N:1]([CH:4]1[CH2:22][CH2:21][C:7]2[C:8]3[CH:20]=[CH:19][CH:18]=[CH:17][C:9]=3[O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:6]=2[CH2:5]1)=[N+]=[N-].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>CCOCC>[NH2:1][CH:4]1[CH2:22][CH2:21][C:7]2[C:8]3[CH:20]=[CH:19][CH:18]=[CH:17][C:9]=3[O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:6]=2[CH2:5]1

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 22760958HCID 22760958, compound

Product 1

HCID 22760951HCID 22760951, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3.7 g of 2-azido-1,2,3,4-tetrahydro-tribenzo(b,d,f)-oxepine are added to a suspension of 3 g of lithiumaluminiumhydride in 100 ml of dry ether. The mixture is refluxed for one hour. After the mixture has been cooled down, 12 ml of water are added carefully after which the mixture is stirred for some time. The suspension is filtered and after that the filtrate is dried and evaporated to dryness. The residue is converted with maleic acid into the maleate. Melting point of the maleate: 198°-202°C. Yield 85%.

Workup

  1. temperatureThe mixture is refluxed for one hour
  2. temperatureAfter the mixture has been cooled down
  3. filtrationThe suspension is filtered
  4. customafter that the filtrate is dried
  5. customevaporated to dryness
  6. custom198°-202°C

Sources & evidence

ORD record
ord-76c0b26959854c1d846163a65c7c2dd1
Source dataset
uspto-grants-1976_04
Patent number
US03950425

Reaction notes

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