Potassium Hydroxide → HCID 57078752, compound

HRID 1606192Notes

Reaction equation

HRID 1606192 reaction equation
[OH-].[K+].[C:3]1([CH2:8][OH:9])[S:7][CH:6]=[CH:5][CH:4]=1.[C:10]1([CH2:15][O:16][CH2:17][C:18]2SC=C[CH:19]=2)SC=CC=1>CCOCC>[C:3]1([CH2:8][O:9][CH2:10][C:15]2[O:16][CH:17]=[CH:18][CH:19]=2)[S:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 694672-ThiophenemethanolHCID 11424363HCID 11424363, compound

Product 1

HCID 57078752HCID 57078752, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Diethyl ether. To a suspension of 1.32 g. (0.01 mole) of cloromethylthiophene [obtained by the method of F. F. BLICKE, J.A.C.S. 64, 477 (1942)] and 1.2 g. (0.02 mole) of powdered potassium hydroxide in 10 ml. of ether there is added a solution of 3.5 g. (0.03 mole) of thenyl alcohol in 10 ml. of ether. The reaction mixture is stirred for 1 hour at room temperature, then refluxed for 30 minutes and finally allowed to stand over night. After filtration the ethereal solution is concentrated and the residue fractionally distilled. There is obtained 0.22 g. (10%) of dithenyl ether having a b.p. of 99°C./0.01 mm. Hg. and a m.p. of 36.5°. 1c. Furfuryl thenyl ether is obtained by the same method as used for preparing compound (1) b., but using furfuryl alcohol instead of thenyl alcohol. The product thus obtained had a b.p. of 50°C./0.01 mm. Hg.

Workup

  1. temperaturerefluxed for 30 minutes
  2. waitto stand over night
  3. filtrationAfter filtration the ethereal solution
  4. concentrationis concentrated
  5. distillationthe residue fractionally distilled
  6. customThere is obtained 0.22 g

Sources & evidence

ORD record
ord-4e31d65b2a2545829d181fd0d31d70b5
Source dataset
uspto-grants-1976_04
Patent number
US03952024

Reaction notes

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