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3-Methyl-3-buten-1-ol → 3-Methyl-3-butenyl 2-methylisocrotonate

HRID 65316
Notes
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Reaction equation

HRID 65316 reaction equation
[C:1]([O:7][CH3:8])(=[O:6])/[C:2](=[CH:4]\[CH3:5])/[CH3:3].[CH3:9][C:10](=[CH2:14])[CH2:11]CO.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][CH2:11][C:10]([CH3:14])=[CH2:9])(=[O:6])/[C:2](=[CH:4]\[CH3:5])/[CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 129883-Methyl-3-buten-1-olHCID 5356352Methyl (2Z)-2-methyl-2-butenoateHCID 22292224Dioctyltin laurate

Product 1

HCID 162053813-Methyl-3-butenyl 2-methylisocrotonate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 20.0 g. of methyl angelate, 22.65 g. of 3-methyl-3-butenyl alcohol, 100 ml. of toluene and 0.8 g. of dioctyltin laurate was reacted under the same conditions as in Example 6. The reaction mixture was subjected to single distillation to obtain 39.5 g. of a distillate boiling at 104° C. (32 mmHg).

Workup

  1. additionA mixture of 20.0 g
  2. distillationThe reaction mixture was subjected to single distillation
  3. customto obtain 39.5 g

Sources & evidence

ORD record
ord-af7ccfea57244031a639864f8090c451
Source dataset
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04613680

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes