Hydrochloric Acid → HCID 131711553, compound

HRID 971444Notes

Reaction equation

HRID 971444 reaction equation
S(=O)(=O)(O)O.[C-]#[N:7].[K+].[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]([CH3:21])(O)[CH3:19])=[CH:12][CH:11]=1.[OH-].[Na+].[ClH:24]>C(Cl)(Cl)Cl>[ClH:24].[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]([CH3:21])([NH2:7])[CH3:19])=[CH:12][CH:11]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 9032Potassium CyanideHCID 14798Sodium HydroxideHCID 21314004HCID 21314004, compound

Product 1

HCID 131711553HCID 131711553, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Sulphuric acid (d. 1.84, 18 ml) was added dropwise over 10 min. to an ice-cold stirred suspension of potassium cyanide (9.5 g) and 4-(4-fluorophenyl)-2-methyl-2-butanol (10.0 g) in chloroform (80 ml). The mixture was allowed to warm to room temperature and was stirred over 20 hr. The mixture was basified with 5 N sodium hydroxide solution and was extracted with chloroform. The solvent was removed to leave a pale yellow oil which was treated with hydrochloric acid (d. 1.18, 30 ml) at reflux for 1 hr. The product (9.0 g) crystallised from the acid solution as colourless plates, m.p. 200°-201°.

Workup

  1. stirringwas stirred over 20 hr
  2. extractionwas extracted with chloroform
  3. customThe solvent was removed
  4. customto leave a pale yellow oil which
  5. temperatureat reflux for 1 hr
  6. customThe product (9.0 g) crystallised from the acid solution as colourless plates, m.p. 200°-201°

Sources & evidence

ORD record
ord-62fb659af9b94f90882123e75c9b266c
Source dataset
uspto-grants-1979_07
Patent number
US04160036

Reaction notes

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