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

HRID 2414188Notes

Reaction equation

HRID 2414188 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-7a1b65a27b54409397288490953b264c
Source dataset
uspto-grants-1988_01
Patent number
US04721784

Reaction notes

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