2,5-Dimethoxybenzaldehyde → HCID 20337434, compound

HRID 1706273Notes

Reaction equation

HRID 1706273 reaction equation
[C:1]1([SH+]C2C=CC=CC=2)C=CC=C[CH:2]=1.[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:17]=1[CH:18]=[O:19]>O1CCCC1>[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:17]=1[CH:18]1[O:19][CH:1]1[CH3:2]

Participants

4

Reactant 2

HCID 667262,5-DimethoxybenzaldehydeHCID 22290449Diphenylsulfonium

Product 1

HCID 20337434HCID 20337434, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-78 °C

Procedure

To a -78° C. solution of diphenylsulfonium ethylide (1.0 mole) in tetrahydrofuran (one liter) is slowly added 2,5-dimethoxybenzaldehyde (1.0 mole). The reaction mixture is stirred at -78° C. for 3 hours and then allowed to warm to room temperature. It is then added to ether-water and the ether phase separated. The ether phase is washed with water, dried (MgSO4) and evaporated. Fractional distillation of the residue gives the title product.

Workup

  1. customTo a -78° C.
  2. temperatureto warm to room temperature
  3. customthe ether phase separated
  4. washThe ether phase is washed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. distillationFractional distillation of the residue

Sources & evidence

ORD record
ord-ab2f90e9f4274e5f92940275ae2bf632
Source dataset
uspto-grants-1980_06
Patent number
US04206225

Reaction notes

Loading…