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

HRID 35178

Reaction equation

HRID 35178 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-4e559cf6b812488bb588a627a636cd16
Source dataset
uspto-grants-1988_08
Patent number
US04766118

Linked notes

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