Hydrogen Bromide → HCID 10331103, compound

HRID 1173330Notes

Reaction equation

HRID 1173330 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])=[C:7]([O:16]C)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Br>>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])=[C:7]([OH:16])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 68718116HCID 68718116, compound

Product 1

HCID 10331103HCID 10331103, compound

Procedure

A mixture of 0.092 g (0.39 mmol) of the product from step D and 3.0 mL of 48% aqueous hydrobromic acid was refluxed for 1 h. The reaction mixture was cooled to room temperature and partitioned between saturated aqueous NaHCO3 and ether. The aqueous layer was separated and re extracted with ether. The organic layers were combined, dried (Na2SO4), filtered and evaporated in vacuo to afford the title compound.

Workup

  1. temperaturewas refluxed for 1 h
  2. custompartitioned between saturated aqueous NaHCO3 and ether
  3. customThe aqueous layer was separated
  4. extractionre extracted with ether
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-a6557098871d49e1a3fcc04bbdb1c3d7
Source dataset
uspto-grants-2010_11
Patent number
US07834062B2

Reaction notes

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