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

HRID 1016085Notes

Reaction equation

HRID 1016085 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-ccfe5ed3a32246f3896edff0cae9fe97
Source dataset
uspto-grants-2011_07
Patent number
US07985730B2

Reaction notes

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