Water → 3-hydroxy-3-isopropylaminomethyl-7-nitro-3,4-dihydro-2H-1,5-benzodioxepin

HRID 267780Notes

Reaction equation

HRID 267780 reaction equation
[CH:1]([N:4]1[CH2:8][C:7]2([CH2:14][O:13][C:12]3[CH:15]=[CH:16][C:17]([N+:19]([O-:21])=[O:20])=[CH:18][C:11]=3[O:10][CH2:9]2)[O:6]C1=O)([CH3:3])[CH3:2].[OH-].[Na+].O>C(O)C>[OH:6][C:7]1([CH2:8][NH:4][CH:1]([CH3:3])[CH3:2])[CH2:14][O:13][C:12]2[CH:15]=[CH:16][C:17]([N+:19]([O-:21])=[O:20])=[CH:18][C:11]=2[O:10][CH2:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 155573273'-isopropyl-7-nitro-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-5'-oxazolidin-2'-one

Product 1

HCID 155573303-hydroxy-3-isopropylaminomethyl-7-nitro-3,4-dihydro-2H-1,5-benzodioxepin

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.15 mole of the oxazolidinone from Step B above and 15 g. (0.38 mole) of sodium hydroxide in 100 ml. of water and 200 ml. of 95% ethanol is refluxed, the solution evaporated to a small volume and the product extracted with diethyl ether. Evaporation of the solvent gives 3-hydroxy-3-isopropylaminomethyl-7-nitro-3,4-dihydro-2H-1,5-benzodioxepin.

Workup

  1. customthe solution evaporated to a small volume
  2. extractionthe product extracted with diethyl ether
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-6b83179d5ad54f29948bf40418cf9d1b
Source dataset
uspto-grants-1976_03
Patent number
US03944560

Reaction notes

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