Boron trifluoride etherate → 2-(3,4-Dimethoxyphenyl)-1,3-dithiane

HRID 1153817Notes

Reaction equation

HRID 1153817 reaction equation
B(F)(F)F.CCOCC.[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:15]=O.[CH2:22]([SH:26])[CH2:23][CH2:24][SH:25]>C(Cl)Cl>[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:15]2[S:26][CH2:22][CH2:23][CH2:24][S:25]2)[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 80131,3-PropanedithiolHCID 8419Veratraldehyde

Product 1

HCID 110105922-(3,4-Dimethoxyphenyl)-1,3-dithiane

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The first step in the process for making Justicidin P can be conducted by adding boron trifluoride etherate (BF3.Et2O) to a solution containing 3,4-dimethoxybenzaldehyde and 1,3-propanedithiol in methylene chloride. After a suitable reaction time, the mixture is washed with a NaOH solution and a saturated solution of NaCl. The product is dried and then recovered by evaporation under reduced pressure.

Workup

  1. washAfter a suitable reaction time, the mixture is washed with a NaOH solution
  2. customThe product is dried
  3. customrecovered by evaporation under reduced pressure

Sources & evidence

ORD record
ord-8af653924cba4d66a8c45cdc1c079009
Source dataset
uspto-grants-1984_12
Patent number
US04486445

Reaction notes

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