Butyl bromide → 2-Butyl-1-methyl-1,2,4,5-tetrahydro-3,2-benzoxazepine

HRID 441506Notes

Reaction equation

HRID 441506 reaction equation
[CH3:1][CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][O:4][NH:3]1.[CH2:13](Br)[CH2:14][CH2:15][CH3:16].C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)C>[CH2:13]([N:3]1[O:4][CH2:5][CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH:2]1[CH3:1])[CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 10340Sodium CarbonateHCID 21419172HCID 21419172, compound

Product 1

HCID 214191842-Butyl-1-methyl-1,2,4,5-tetrahydro-3,2-benzoxazepine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3.27 g. (0.02 mole) of 1-methyl-1,2,4,5-tetrahydro-3,2-benzoxazepine, 5.5 g. (0.04 mole) of butyl bromide and 3.18 g. (0.03 mole) of sodium carbonate was heated under stirring for 3 hours at 90° C. and for an additional four hours at 120° C. After cooling the reaction mixture was taken up with diethyl ether, and the inorganic residue filtered off. The filtrate was then evaporated in vacuo and the residue rectified by collecting the fraction boiling at 90° C./0.1 mm Hg. Yield 2.3 g. of 2-butyl-1-methyl-1,2,4,5-tetrahydro-3,2-benzoxazepine.

Workup

  1. additionA mixture of 3.27 g
  2. temperatureAfter cooling the reaction mixture
  3. filtrationthe inorganic residue filtered off
  4. customThe filtrate was then evaporated in vacuo
  5. customby collecting the fraction boiling at 90° C./0.1 mm Hg

Sources & evidence

ORD record
ord-add18623109244e9a505be89fc3b51e0
Source dataset
uspto-grants-1977_08
Patent number
US04041048

Reaction notes

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