Propionyl chloride → 1-(2-Methyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)propan-1-one

HRID 980504Notes

Reaction equation

HRID 980504 reaction equation
[CH3:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[S:3]1.[C:12](Cl)(=[O:15])[CH2:13][CH3:14].[Al+3].[Cl-].[Cl-].[Cl-]>ClC=CCl>[CH3:1][CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12](=[O:15])[CH2:13][CH3:14])[CH:8]=2)[S:3]1

Participants

5

Reactant 3

HCID 62324Propionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 12322222HCID 12322222, compound

Product 1

HCID 137852721-(2-Methyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)propan-1-oneYield 58%

Reagents, catalysts & solvents 1

HCID 109001,2-DichloroethyleneSolvent

Procedure

83 gr. (0.5M) of 2-methyl-thiochromane are treated with 43.2 ml of propionyl chloride (0.5M) in the presence of 73 gr. of AlCl3 (0.55M) in 750 ml of 1,2-dichloroethylene in the already described preceding examples. 64 gr. of 2-methyl-6-propionyl-thiochromane are obtained.

Sources & evidence

ORD record
ord-6c402af002e24e068761c584b82b1080
Source dataset
uspto-grants-1987_01
Patent number
US04638070

Reaction notes

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