Butyl iodide → 5-(N-butyl-N-methylsulfonylamino)-2,3,4,5-tetrahydro-1-benzoxepine

HRID 1072210Notes

Reaction equation

HRID 1072210 reaction equation
[CH3:1][S:2]([NH:5][CH:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[O:10][CH2:9][CH2:8][CH2:7]1)(=[O:4])=[O:3].[H-].[Na+].I[CH2:20][CH2:21][CH2:22][CH3:23]>CN(C=O)C>[CH2:20]([N:5]([CH:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[O:10][CH2:9][CH2:8][CH2:7]1)[S:2]([CH3:1])(=[O:3])=[O:4])[CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 223917905-Methylsulfonylamino-2,3,4,5-tetrahydro-1-benzoxepine

Product 1

HCID 223917765-(N-butyl-N-methylsulfonylamino)-2,3,4,5-tetrahydro-1-benzoxepine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.0 g of 5-methylsulfonylamino-2,3,4,5-tetrahydro-1-benzoxepine (Example 8a) were reacted with sodium hydride and iodobutane in DMF analogously to Example 11. After recrystallization of the crude product (1.0 g) from isopropanol, 0.4 g of 5-(N-butyl-N-methylsulfonylamino)-2,3,4,5-tetrahydro-1-benzoxepine was obtained, m.p. 78-79° C.

Workup

  1. customAfter recrystallization of the crude product (1.0 g) from isopropanol

Sources & evidence

ORD record
ord-45d9b75cf34547bfaf7d713a4c54627d
Source dataset
uspto-grants-2005_06
Patent number
US06908947B2

Reaction notes

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