Water → Cyclododecanol

HRID 1764762Notes

Reaction equation

HRID 1764762 reaction equation
C(Cl)(Cl)Cl.[CH2:5]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.C1CCCCCCCCCCC=1.[OH2:29]>>[CH:5]1([OH:29])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

5

Reactant 4

HCID 962WaterHCID 6212Chloroform2×HCID 9268CyclododecaneHCID 15164Cyclododecene, (E)-

Product 1

HCID 15595CyclododecanolYield 93%

Procedure

The chloroform layer (top layer) was diluted at 5° C. with 200 ml of water and then passed to the heated hydrolysis vessel where chloroform was distilled off. Next, the reaction mixture was heated at 95°-100° C. in this vessel for 60 minutes. The organic layer was separated off and analyzed. It was found to contain 3.52 grams of cyclododecane, 6.80 grams of cyclododecene (conversion 77%) and 23.45 grams of cyclododecanol (0.121 mole; yield 93%, calculated with subtraction of recovered starting material).

Workup

  1. distillationwas distilled off
  2. temperatureNext, the reaction mixture was heated at 95°-100° C. in this vessel for 60 minutes
  3. customThe organic layer was separated off

Sources & evidence

ORD record
ord-d201ce61b2cd4f568230929ddf4e97c1
Source dataset
uspto-grants-1978_09
Patent number
US04117246

Reaction notes

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