3-Chloro-1,2-propanediol → HCID 54385380, compound

HRID 1383283Notes

Reaction equation

HRID 1383283 reaction equation
[CH3:1]/[C:2](/[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:3]/[CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=[O:8].[OH-].[K+].ClCC(O)CO.C[O-].[Na+]>CO.OCC(CO)O>[CH3:1][C:2]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:9][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH:3]=1

Participants

7

Reactant 4

HCID 72903-Chloro-1,2-propanediolHCID 14797Potassium HydroxideHCID 10942334Sodium MethoxideHCID 86757098HCID 86757098, compound

Product 1

HCID 54385380HCID 54385380, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 753GlycerolSolventHCID 887MethanolSolvent

Procedure

87 g (0.3 mol) of methyl 5Z-6-methylpentadec-5-enoate and 19.5 g of 86 percent potassium hydroxide were dissolved in 200 ml of methanol. 66 g of 3-chloropropane-1,2-diol and 200 ml of glycerol as well as, 5 ml of 5.4M methanolic sodium methylate solution were added. After usual work up the product were distilled in a high vacuum over a Vigreux column. 59 g (78%) of 7-methyloxacyclo-hexadec-6-en-2-one were obtained having the following characteristics: Z/E=56/46;

Workup

  1. distillationAfter usual work up the product were distilled in a high vacuum over a Vigreux column

Sources & evidence

ORD record
ord-a8936bb4b6544fe0a8ea844d14742182
Source dataset
uspto-grants-2001_07
Patent number
US06255276B1

Reaction notes

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