Diethyl Ether → 3-Cyclopropylpropyl 10,12-tetradecadienoate

HRID 597618Notes

Reaction equation

HRID 597618 reaction equation
CCOCC.[C:6](Cl)(=[O:20])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH:16][CH:17]=[CH:18][CH3:19].[CH:22]1([CH2:25][CH2:26][CH2:27][OH:28])[CH2:24][CH2:23]1>N1C=CC=CC=1>[C:6]([O:28][CH2:27][CH2:26][CH2:25][CH:22]1[CH2:24][CH2:23]1)(=[O:20])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH:16][CH:17]=[CH:18][CH3:19]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 204264853-Cyclopropylpropan-1-olHCID 5380533710,12-Tetradecadien-1-oyl chloride

Product 1

HCID 545425403-Cyclopropylpropyl 10,12-tetradecadienoate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 30 ml. anhydrous ether and 0.23 g. 10,12-tetradecadien-1-oyl chloride is added 0.1 g. 3-cyclopropyl-1-propanol. The mixture is cooled to 0° and 0.5 ml. pyridine is added. The reaction mixture is stirred for 1 day at room temperature and then is worked up following the procedure of Example 3 to yield 3-cyclopropylpropyl 10,12-tetradecadienoate.

Workup

  1. temperatureThe mixture is cooled to 0°

Sources & evidence

ORD record
ord-0d43f175255046fa85909f97af7037e8
Source dataset
uspto-grants-1977_03
Patent number
US04014922

Reaction notes

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