Water → HCID 9899843, compound

HRID 1797277Notes

Reaction equation

HRID 1797277 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[Br:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH:16]([OH:18])[CH3:17].O.CCOC(C)=O>N1C=CC=CC=1>[C:1]([O:18][CH:16]([CH3:17])[CH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[Br:8])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 11183497HCID 11183497, compound

Product 1

HCID 9899843HCID 9899843, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic acid anhydride (1.2 mL) was added to a solution of 1-(2-bromophenyl)-2-propanol (529 mg) in pyridine (1.0 mL) at 20° C. under stirring. The reaction mixture was stirred overnight, then poured into a mixture of water and EtOAc. The aqueous phase was extracted with more EtOAc (×2). The combined organic phases were washed with water (×3), dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a syrup.

Workup

  1. stirringThe reaction mixture was stirred overnight
  2. extractionThe aqueous phase was extracted with more EtOAc (×2)
  3. washThe combined organic phases were washed with water (×3)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4161209331f14116a5391495a3912d46
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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