1-Octanol → 1-Chlorooctane

HRID 866588Notes

Reaction equation

HRID 866588 reaction equation
P(Cl)(Cl)[Cl:2].[CH2:5](O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>>[CH2:5]([Cl:2])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 9571-Octanol2×HCID 24387Phosphorus trichloride

Product 1

HCID 81421-ChlorooctaneYield 98%

Procedure

Into a reactor system in accordance with Example 1 there were pumped octyl alcohol and phosphorus trichloride in a molar ratio of 2.90 : 1. The pressure in the flow line was 30 atm. The residence time in reaction zone 1 was 3 minutes; in the preheater, 2 minutes; and, in reaction zone 2, 28 minutes. The temperature at the outlet of reaction zone 1 was 100° C. Following preheating to 150° C, an average temperature of 150° to 155° C was maintained in reaction zone 2. One obtained in the organic phase 96% octyl chloride in a yield of 98% with respect to octyl alcohol. The product contained 0.19% dioctyl ether. Space-time yield: 1.4 kg/hour, liter.

Workup

  1. customInto a reactor system in accordance with Example 1 there were pumped
  2. customThe residence time in reaction zone 1
  3. customin the preheater, 2 minutes
  4. customand, in reaction zone 2, 28 minutes
  5. customThe temperature at the outlet of reaction zone 1
  6. customwas 100° C
  7. customFollowing preheating to 150° C
  8. temperaturean average temperature of 150° to 155° C was maintained in reaction zone 2

Sources & evidence

ORD record
ord-fe981ff826894b54a7f8c866bc67ba67
Source dataset
uspto-grants-1978_07
Patent number
US04100210

Reaction notes

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