Acetone → HCID 58303959, compound

HRID 1404122Notes

Reaction equation

HRID 1404122 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([F:9])[C:3]=1[OH:10].C([O-])([O-])=O.[Na+].[Na+].[CH3:17][C:18](C)=O>>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([F:9])[C:3]=1[O:10][CH2:17][CH3:18]

Participants

4

Reactant 3

HCID 180Acetone2×HCID 10340Sodium CarbonateHCID 38387442-bromo-4-chloro-6-fluorophenol

Product 1

HCID 58303959HCID 58303959, compoundYield 90%

Procedure

To a mixture of 30-2 (48.1 g, 214 mmol) and Na2CO3 (34 g, 321 mmol) in acetone (300 mL) was added a solution of Et2SO4 (39.6 g, 257 mmol) in acetone (100 mL) dropwise over 20 minutes and then the mixture was stirred at room temperature for one hour. The solid was filtered off and the filtrate was concentrated under vacuum to afford 30-3 (48.6 g, 90%) as a white solid. LRMS: calc 251.9 and found: 252.9 [M+1].

Workup

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-a98e824d3296469f970e0256ccdf9b80
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

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