Sodium Hydroxide → 3,4-Dihydro-2H-1,4-benzoxazine

HRID 1090305Notes

Reaction equation

HRID 1090305 reaction equation
O=[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[O:4][CH2:3]1.B#B.[OH-].[Na+]>O1CCCC1>[O:4]1[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[NH:7][CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 727572H-1,4-benzoxazin-3(4H)-oneHCID 6328200Diboron

Product 1

HCID 5850963,4-Dihydro-2H-1,4-benzoxazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3,4-Dihydro-3-oxo-1,4(2H)-benzoxazine was refluxed for several hours in one equivalent of diborane in tetrahydrofuran. Excess sodium hydroxide solution was added, the product was extracted with ether and the solvent was evaporated to give the title compound as an oil.

Workup

  1. extractionthe product was extracted with ether
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-56440bdad44c40ccb092f6327e052940
Source dataset
uspto-grants-1992_01
Patent number
US05081242

Reaction notes

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