1-Decanol → Sodium decanolate

HRID 966434Notes

Reaction equation

HRID 966434 reaction equation
[CH2:1]([OH:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C[O-].[Na+:14]>CO>[CH3:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][O-:11].[Na+:14]

Participants

4

Reactant 2

HCID 81741-DecanolHCID 10942334Sodium Methoxide

Product 1

HCID 23687487Sodium decanolate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 500 ml eggplant type flask, 1-decanol (180 g) and a methanol solution of sodium methylate (28%) were charged, stirred and heated under reduced pressure to distill off methanol. By GC, it was confirmed that no methanol remained in the reaction solution. Into a 1 l four-necked flask, N,N-dimethylformamide (150 ml) and CH3CHClCOO(CH2)9CH3 (27.1 g) obtained in Example 19 were charged and stirred, and a solution of sodium decylate obtained in the above operation was added dropwise at an internal temperature of not higher than 25° C. The mixture was heated to an internal temperature of 70° C. and stirred for 30 minutes.

Workup

  1. temperatureheated under reduced pressure
  2. distillationto distill off methanol
  3. additionInto a 1 l four-necked flask, N,N-dimethylformamide (150 ml) and CH3CHClCOO(CH2)9CH3 (27.1 g) obtained in Example 19 were charged
  4. stirringstirred

Sources & evidence

ORD record
ord-0a357d83e41042439026602e441fd8b8
Source dataset
uspto-grants-2005_10
Patent number
US06951957B2

Reaction notes

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