Isopropanol → HCID 86619830, compound

HRID 1426872Notes

Reaction equation

HRID 1426872 reaction equation
[C:1]([O:5][C:6]1[CH:11]=[C:10]([N:12]=[C:13]=[S:14])[CH:9]=[C:8]([F:15])[CH:7]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH:23]([OH:26])([CH3:25])[CH3:24]>>[CH:23]([O:26][C:13](=[S:14])[NH:12][C:10]1[CH:9]=[C:8]([F:15])[CH:7]=[C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[CH:11]=1)([CH3:25])[CH3:24]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 8471TriethylamineHCID 86619831HCID 86619831, compound

Product 1

HCID 86619830HCID 86619830, compound

Conditions

Temperature
0 °C

Procedure

1-tert-Butoxy-3-fluoro-5-isothiocyanatobenzene (24.0 g) and triethylamine (10.9 g) are dissolved in iso-propanol (150 ml). The reaction mixture is refluxed for 18 hours and the solvent is removed by vacuo. The crude product is dissolved in hexane: diethyl ether (19:1). The diethyl ether is removed in vacuo and the solution is cooled to 0° C. for 3 hours. The solution is filtered to give the title compound.

Workup

  1. temperatureThe reaction mixture is refluxed for 18 hours
  2. customthe solvent is removed by vacuo
  3. dissolutionThe crude product is dissolved in hexane: diethyl ether (19:1)
  4. customThe diethyl ether is removed in vacuo
  5. filtrationThe solution is filtered

Sources & evidence

ORD record
ord-e9c21e0a133d41aab1374f00b10ed18f
Source dataset
uspto-grants-2015_01
Patent number
US08933108B2

Reaction notes

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