Triethylamine → HCID 67174387, compound

HRID 1408792Notes

Reaction equation

HRID 1408792 reaction equation
[Br:1][C:2]1[CH:13]=[CH:12][C:5]2[O:6][CH2:7][CH2:8][CH2:9][C:10](=[O:11])[C:4]=2[CH:3]=1.C(N(CC)CC)C.[C:21]([Si:25]([CH3:34])([CH3:33])S(C(F)(F)F)(=O)=O)([CH3:24])([CH3:23])[CH3:22]>C(Cl)Cl>[Br:1][C:2]1[CH:13]=[CH:12][C:5]2[O:6][CH2:7][CH2:8][CH:9]=[C:10]([O:11][Si:25]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:34])[CH3:33])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 106815487-Bromo-3,4-dihydro-1-benzoxepin-5(2H)-oneHCID 11791555HCID 11791555, compound

Product 1

HCID 67174387HCID 67174387, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 7-bromo-3,4-dihydrobenz o[b]oxepin-5(2H)-one (3 g, 12.6 mmol) and triethylamine (10 mL, 18.9 mmol) in DCM (100 mL) was added tert-butyldimethyl(trifluoromethylsulfonyl)silane (3.06 g, 12.4 mmol) dropwise under argon at room temperature, the mixture was stirred for 1 hour at room temperature. The mixture was washed with NaHCO3, dried over Na2SO4, concentrated to give crude (7-bromo-2,3-dihydrobenzo[b]oxepin-5-yloxy)(tert-butyl)dimethylsilane (3.40 g, 81%).

Workup

  1. washThe mixture was washed with NaHCO3
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f3033cff670c45dcb02368fe287627a6
Source dataset
uspto-grants-2014_12
Patent number
US08921359B2

Reaction notes

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