1-Butanol → HCID 53831434, compound

HRID 2295911Notes

Reaction equation

HRID 2295911 reaction equation
[OH-:1].[K+].Cl[C:4](Cl)(Cl)[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[C:7]=1[CH3:13].Cl.[CH2:17]([OH:21])[CH2:18][CH2:19][CH3:20]>>[Cl:12][C:8]1[C:7]([CH3:13])=[C:6]([CH2:5][C:4]([O:21][CH2:17][CH2:18][CH2:19][CH3:20])=[O:1])[CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 4

HCID 2631-Butanol2×HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 20474311HCID 20474311, compound

Product 1

HCID 53831434HCID 53831434, compound

Procedure

To 10.9 g. of potassium hydroxide of the same grade used in the examples above was added 50 ml. of butanol, and the mixture was stirred for 1 hour. To it was added 5.0 g. of 1,1,1-trichloro-2-(3-chloro-2-methylphenyl)ethane, and the mixture was stirred under reflux at 115° for 6 hours and allowed to cool overnight to ambient temperature. The mixture was then worked up as described in Example 4 above to obtain 4.5 g. of crude product as the major product. It was then taken up in 15 ml. of butanol and stirred with 40 ml. of 1 N hydrochloric acid at ambient temperature for 30 minutes. The layers were then separated, extracted and dried as described in Example 5 above to obtain 3.41 g. of product, found to be 92% pure by vapor phase chromatography.

Workup

  1. additionabove was added 50 ml
  2. additionTo it was added 5.0 g
  3. temperatureunder reflux at 115° for 6 hours
  4. temperatureto cool overnight to ambient temperature
  5. customto obtain 4.5 g
  6. customThe layers were then separated
  7. extractionextracted
  8. customdried
  9. customto obtain 3.41 g

Sources & evidence

ORD record
ord-127d98232a1948bf9b1c07d304e4b5c1
Source dataset
uspto-grants-1984_01
Patent number
US04426536

Reaction notes

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