Hydrochloric Acid → 4-Hydroxy-4-(3-methyl-isothiazol-5-yl)-cyclohexanone

HRID 1025796Notes

Reaction equation

HRID 1025796 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2([OH:17])[CH2:16][CH2:15][C:10]3(OCC[O:11]3)[CH2:9][CH2:8]2)[S:4][N:3]=1.Cl.C(=O)([O-])[O-].[K+].[K+].CCOC(C)=O>O1CCCC1.O>[OH:17][C:7]1([C:5]2[S:4][N:3]=[C:2]([CH3:1])[CH:6]=2)[CH2:16][CH2:15][C:10](=[O:11])[CH2:9][CH2:8]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 59556170HCID 59556170, compound

Product 1

HCID 595561244-Hydroxy-4-(3-methyl-isothiazol-5-yl)-cyclohexanone

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

8-(3-Methyl-isothiazol-5-yl)-1,4-dioxa-spiro[4.5]decan-8-ol (0.76 g, 0.0030 mol) was dissolved in tetrahydrofuran (10 mL), and a solution of 3.0 M of hydrogen chloride in water (5.0 mL) was added. The mixture was stirred overnight. Solid potassium carbonate was added to neutralize the acid and EtOAc was added to extract the product. The extract was dried and concentrated to give a crude product which was used directly for next step.

Workup

  1. additionwas added
  2. extractionto extract the product
  3. customThe extract was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ce1b6a9a58544699800973d074facc0f
Source dataset
uspto-grants-2014_05
Patent number
US08729063B2

Reaction notes

Loading…