1-Dodecanol → HCID 178443286, compound

HRID 2166221Notes

Reaction equation

HRID 2166221 reaction equation
[CH2:1]([OH:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[H-].[Na+:15]>>[CH2:1]([O:13][Na:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 81931-DodecanolHCID 24758Sodium hydride

Product 1

HCID 178443286HCID 178443286, compoundYield 96.5%

Conditions

Temperature
100 °C

Procedure

A 500 ml round bottom flask equipped with a condenser, thermometer (with controller) and overhead stirrer was charged with 93 g (0.5 moles) of C12H25OH and (0.25 moles) of NaH. The mixture exothermed to 70° C. After the exotherm began to subside, the mixture was heated to 100° C. with stirring. After about two hours, a light grey paste was formed. This paste was subjected to a Kugelrohr distillation at 180° C. The non-volatile residue was 54.6% of the charge (theory for C12H24ONa=53.0%). The hard, dry, white powder residue was recovered. Analysis by titration showed the yield was 96.5% of theory for the named compound.

Workup

  1. customA 500 ml round bottom flask equipped with a condenser
  2. customexothermed to 70° C
  3. customa light grey paste was formed
  4. distillationThis paste was subjected to a Kugelrohr distillation at 180° C
  5. additioncharge (theory for C12H24ONa=53.0%)
  6. customThe hard, dry
  7. customwhite powder residue was recovered

Sources & evidence

ORD record
ord-3db35dce40a041bf96cd21a1bf080a32
Source dataset
uspto-grants-1990_07
Patent number
US04943664

Reaction notes

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