Sodium Hydroxide → 10,11-Dihydrodibenzo(b,f)(1,4)oxazepine

HRID 1464449Notes

Reaction equation

HRID 1464449 reaction equation
Cl[C:2]1[CH:16]=[CH:15][C:5]2[O:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][NH:10][C:4]=2[CH:3]=1.[OH-].[Na+].[H][H]>[Pd].C(O)C>[CH:11]1[C:8]2[CH2:9][NH:10][C:4]3[CH:3]=[CH:2][CH:16]=[CH:15][C:5]=3[O:6][C:7]=2[CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 152292278-Chloro-10,11-dihydrodibenzo[b,f][1,4]oxazepineHCID 178418361HCID 178418361, compound

Product 1

HCID 64893310,11-Dihydrodibenzo(b,f)(1,4)oxazepineYield 68.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2.0 g of 8-chloro-10,11-dihydrodibenz [b,f][1,4]oxazepine, 0.77 g of sodium hydroxide, and 5% palladium on carbon in 50 mL of ethanol (3A) was shaken at 60 psi hydrogen in a Parr hydrogenator at room temperature for 3.67 hours. The catalyst was filtered from the reaction and the solution was evaporated under vacuum. The residue was taken up in chloroform, washed with water and brine, dried over magnesium sulfate, and evaporated under vacuum to yield 1.16 g (68.1%) of 10,11-dihydrodibenz[b,f][1,4]oxazepine as a tan solid. Mp: 74°-76° C.

Workup

  1. filtrationThe catalyst was filtered from the reaction
  2. customthe solution was evaporated under vacuum
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated under vacuum

Sources & evidence

ORD record
ord-c84fd76960a04ab6a3617283e7b44501
Source dataset
uspto-grants-1994_04
Patent number
US05304644

Reaction notes

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