Hydrochloric Acid → 3-(Chloromethyl)-heptane

HRID 1994376Notes

Reaction equation

HRID 1994376 reaction equation
[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:4]O)[CH3:2].[ClH:10]>O>[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:4][Cl:10])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 77202-Ethylhexanol

Product 1

HCID 312403-(Chloromethyl)-heptane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A 1 l jacketed glass reactor with a glass paddle stirrer, an immersed tube for reactant metering and an attached water separator is initially charged with 200 g of N-n-butylalkylpyridinium chloride (prepared according to Example 1 as catalyst and adjusted to a temperature of 135° C. 519.8 g of 2-ethylhexanol are introduced uniformly via the immersed tube within 5 h. Over the entire reaction time, gaseous hydrogen chloride is likewise metered in via the immersed tube in a slight stoichiometric excess (223 g). The water of reaction is distilled off azeotropically with the target product and removed as the lower phase in the water separator, while the upper phase is recycled into the reactor. After a total reaction time of 22 h, the conversion based on the 2-ethylhexanol is 99.3%.

Workup

  1. customprepared
  2. customadjusted to a temperature of 135° C
  3. distillationis distilled off azeotropically with the target product
  4. customremoved as the lower phase in the water separator, while the upper phase
  5. customAfter a total reaction time of 22 h

Sources & evidence

ORD record
ord-a3f47323bf61457cb26f198b1375ffa5
Source dataset
uspto-grants-2010_01
Patent number
US07652180B2

Reaction notes

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