3-Hexenol → (3Z)-3-Hexen-1-yl (2Z)-2-methyl-2-butenoate

HRID 65317

Reaction equation

HRID 65317 reaction equation
[C:1]([O:7][CH3:8])(=[O:6])/[C:2](=[CH:4]\[CH3:5])/[CH3:3].[CH2:9](O)[CH2:10]/[CH:11]=[CH:12]\[CH2:13]C.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCCCCCC)CCCCCCC.C([O-])(=O)CCCCCCCCCCC>C1(C)C=CC=CC=1>[C:1]([O:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH3:13])(=[O:6])/[C:2](=[CH:4]\[CH3:5])/[CH3:3]

Participants

5

Reactant 3

HCID 52811673-HexenolHCID 5356352Methyl (2Z)-2-methyl-2-butenoateHCID 22292224Dioctyltin laurate

Product 1

HCID 16220109(3Z)-3-Hexen-1-yl (2Z)-2-methyl-2-butenoate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 20.0 g. of methyl angelate, 26.34 g. of (Z)-3-hexenyl alcohol, 100 ml. of toluene and 1.2 g. of dioctyltin laurate was placed in a 300 ml. glass flask, which was equipped with a Soxhlet extractor filled on the top with molecular sieve 4A and a reflux cooler.

Workup

  1. additionA mixture of 20.0 g
  2. customglass flask, which was equipped with a Soxhlet extractor

Sources & evidence

ORD record
ord-86d99ad2c96d423794886a4f3cc76510
Source dataset
uspto-grants-1986_09
Patent number
US04613680

Linked notes

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