Hydrochloric Acid → 6-Propionyl-3-methyl thiochromane

HRID 980502

Reaction equation

HRID 980502 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[C:5](Cl)(=[O:8])[CH2:6][CH3:7].[CH3:10][CH:11]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[S:13][CH2:12]1.Cl>ClC=CCl>[C:5]([C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[S:13][CH2:12][CH:11]([CH3:10])[CH2:20]2)(=[O:8])[CH2:6][CH3:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 62324Propionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 123085373-Methyl-thiochromane

Product 1

HCID 545305286-Propionyl-3-methyl thiochromane

Reagents, catalysts & solvents 1

HCID 109001,2-DichloroethyleneSolvent

Procedure

To 0.13M of AlCl3, 0.12M of propionyl chloride in 150 ml of 1,2-dichloroethylene, 0.1M (16.4 gr.) de 3-methyl-thiochromane are dropwise added at a temperature of ±5° C. After agitating the mixture for 3 hours at room temperature, a mixture of ice and HCl is added and extraction is made with CHCl3. The organic phase is dried on MgSO4, filtered and evaporated. 17.3 gr. of 6-propionyl-3-methyl thiochromane are so obtained, the homogeneity of which is verified by TLC and the structure of which is verified by NMR spectrum.

Workup

  1. additionis added
  2. extractionextraction
  3. customThe organic phase is dried on MgSO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-8b058bd4b3774532b9045b91d321daa0
Source dataset
uspto-grants-1987_01
Patent number
US04638070

Linked notes

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