Water → HCID 73752997, compound

HRID 1383282Notes

Reaction equation

HRID 1383282 reaction equation
[CH3:1][C:2]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].S(=O)(=O)(O)O.O.[C:25](=O)(O)[O-].[K+]>CO>[CH3:1][C:2]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:25])=[O:8]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 516893Potassium BicarbonateHCID 73752994HCID 73752994, compound

Product 1

HCID 73752997HCID 73752997, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

98 g of crude 6-methylpentadec-5-enoic acid acid (from the proceeding Example) were dissolved in 305 ml of methanol, treated with 2 ml of sulphuric acid and heated to reflux temperature 2 hours. Then, the mixture was poured into water, made basic with saturated potassium bicarbonate solution, extracted twice with t-butyl methyl ether, concentrated and distilled in a high vacuum (0.1 Torr, 162-170° C.). 75 g (85%) of methyl 6-methylpentadec-5-enoate were obtained having the following characteristics: Z/E=56/46;

Workup

  1. temperatureheated
  2. temperatureto reflux temperature 2 hours
  3. extractionextracted twice with t-butyl methyl ether
  4. concentrationconcentrated
  5. distillationdistilled in a high vacuum (0.1 Torr, 162-170° C.)

Sources & evidence

ORD record
ord-1289ba613668447796967b8012514c60
Source dataset
uspto-grants-2001_07
Patent number
US06255276B1

Reaction notes

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