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

HRID 1809957Notes

Reaction equation

HRID 1809957 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-aa0b9e7ddbdd4a5facdc21ee85ad6c55
Source dataset
uspto-grants-2013_01
Patent number
US08362003B2

Reaction notes

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