Diethyl Ether → 8-Chloro-10,11-dihydro-2-methoxy-11-(4-pyridyl)-dibenz[b,f][1,4]oxazepine

HRID 27630Notes

Reaction equation

HRID 27630 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][C:7]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:8]=3[C:9]([C:11]3[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=3)=[N:10][C:4]=2[CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].CCOCC>O>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][C:7]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:8]=3[CH:9]([C:11]3[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=3)[NH:10][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21226445Aluminium lithium hydride2×HCID 233426618-Chloro-2-methoxy-11-(4-pyridyl)-dibenz[b,f][1,4]oxazepine

Product 1

HCID 233426508-Chloro-10,11-dihydro-2-methoxy-11-(4-pyridyl)-dibenz[b,f][1,4]oxazepine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 5.0 g. portion of 8-chloro-2-methoxy-11-(4-pyridyl)-dibenz[b,f][1,4]oxazepine (Example 1) is added to 2.5 g. of lithium aluminum hydride in 200 ml. of ether. The mixture is stirred and heated under reflux for 4 hours. Water is added dropwise to decompose the excess lithium aluminum hydride. The ether is decanted and the residue is extracted with methylene chloride which is then combined with the ether, dried and evaporated. The residue is crystallized from acetone-hexane giving 8-chloro-10,11-dihydro-2-methoxy-11-(4-pyridyl)-dibenz[b,f][1,4]oxazepine, mp. 186°-188° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. customThe ether is decanted
  4. extractionthe residue is extracted with methylene chloride which
  5. customdried
  6. customevaporated
  7. customThe residue is crystallized from acetone-hexane

Sources & evidence

ORD record
ord-fc61394ea3bf401d96a57e39f4e7bbec
Source dataset
uspto-grants-1980_09
Patent number
US04221715

Reaction notes

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