Hydrochloric Acid → HCID 66966554, compound

HRID 1359920Notes

Reaction equation

HRID 1359920 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH3:15])=[CH:10][CH:9]=2)[C:5]([C:16]#[N:17])=[C:4](F)[CH:3]=1.CC([O-])(C)C.[K+].[CH:25]1([OH:29])[CH2:28][CH2:27][CH2:26]1.Cl>>[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH3:15])=[CH:10][CH:9]=2)[C:5]([C:16]#[N:17])=[C:4]([O:29][CH:25]2[CH2:28][CH2:27][CH2:26]2)[CH:3]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 76218CyclobutanolHCID 23665647Potassium tert-butoxide2×HCID 66966557HCID 66966557, compound

Product 1

HCID 66966554HCID 66966554, compound

Procedure

1-Bromo-4-cyano-3-fluoro-5-(4-ethyl-phenyl)-benzene (1.2 g) is added to a flask charged with a stir bar, KOtBu (0.5 g) and cyclobutanol (3.0 g). The solution is stirred at room temperature overnight, before another portion of KOtBu (0.2 g) is added. The solution is stirred for another 5 h and then neutralized with 1 M aqueous HCl solution. The resulting mixture is extracted with ethyl acetate, the combined organic phases are dried (sodium sulphate) and the solvent is removed to give the title compound.

Workup

  1. additioncharged with a stir bar
  2. additionis added
  3. extractionThe resulting mixture is extracted with ethyl acetate
  4. dry with materialthe combined organic phases are dried (sodium sulphate)
  5. customthe solvent is removed

Sources & evidence

ORD record
ord-df0f8061cfab4a35a64afc09e0ad3cb5
Source dataset
uspto-grants-2011_02
Patent number
US07879806B2

Reaction notes

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