Triethylamine → HCID 17980115, compound

HRID 1766246Notes

Reaction equation

HRID 1766246 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].C(N(CC)CC)C.[Si:19](Cl)([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20].C(OCC)(=O)C>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([O:11][Si:19]([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 216473-Bromo-4-nitrophenolHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 17980115HCID 17980115, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Combine 3-bromo-4-nitrophenol (1 eq.), triethylamine (1.1 eq.) and tert-butyldimethylsilyl chloride (1.1 eq.) in methylene chloride at 0° C. After about 6 hours, pour the reaction mixture into ethyl acetate, wash with brine, dry the organic layer over Na2SO4 and then concentrate. Purify to give 3-bromo-4-nitro-1-tert-butyldimethylsilyloxybenzene.

Workup

  1. customat 0° C
  2. washwash with brine
  3. dry with materialdry the organic layer over Na2SO4
  4. concentrationconcentrate
  5. customPurify

Sources & evidence

ORD record
ord-6fa0c4b169a64d2ca68172f639792a8a
Source dataset
uspto-grants-2007_06
Patent number
US07230011B2

Reaction notes

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