Potassium Carbonate → HCID 19068975, compound

HRID 1957222Notes

Reaction equation

HRID 1957222 reaction equation
[Cl:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[H-].[Na+].[CH3:15][O:16][CH2:17][CH2:18][O:19][CH2:20]Cl.C([O-])([O-])=O.[K+].[K+]>C1COCC1>[Cl:1][C:2]1[N:3]([CH2:15][O:16][CH2:17][CH2:18][O:19][CH3:20])[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 3147912-chloro-1H-indole-3-carbaldehyde

Product 1

HCID 19068975HCID 19068975, compoundYield 100.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1 g of (1) was dissolved in 25 ml of THF, 268 mg of NaH was added, and then 1.87 g of (2-methyloxyethyl)oxymethylchlorid. The reaction was left with stirring overnight, then added to a 2N K2CO3 solution. The mixture was extracted with toluene, the organic phase then washed with water and brine, dried, and evaporated to give 1.5 g of oil. The oil was then extracted twice with boiling heptane, and the heptane solutions left for 2 hours to separate out a yellow oily phase. The heptane was finally decanted off, filtered, and evaporated giving 1.21 g of (78). M.p. 52.5°-54° C.

Workup

  1. waitThe reaction was left
  2. extractionThe mixture was extracted with toluene
  3. washthe organic phase then washed with water and brine
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-486517a29b56428e891b61fa7664b26e
Source dataset
uspto-grants-1998_07
Patent number
US05783575

Reaction notes

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