3-(1-Methoxyethenyl)hept-5-yn-2-one → HCID 86733881, compound
Reaction equation
[CH3:1][O:2][C:3]([CH:5]([C:10](=[O:12])[CH3:11])[CH2:6][C:7]#[C:8][CH3:9])=[CH2:4].[H][H]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].N1C2C(=CC=CC=2)C=CC=1.C(OCC)(=O)C>[CH3:1][O:2][C:3]([CH:5]([C:10](=[O:12])[CH3:11])[CH2:6]/[CH:7]=[CH:8]\[CH3:9])=[CH2:4]Participants
6
Procedure
A mixture of 9.96 g. (60 mmol.) of 2-methoxy-3-acetyl-1-hepten-5-yne, 0.50 g. of Lindlar catalyst, and 10 drops of synthetic quinoline in 100 ml. of ethyl acetate was stirred under one atmosphere of hydrogen until hydrogen absorption was complete, then filtered, concentrated and distilled to afford (Z)-2-methoxy-3-acetyl-1,5-heptadiene; b.p. 64°-66°, (2.0 mmHg).
Workup
- additionA mixture of 9.96 g
- filtrationfiltered
- concentrationconcentrated
- distillationdistilled
Sources & evidence
- ORD record
- ord-08fcb61fc14e4a118c83d8a6859f5bbf
- Source dataset
- uspto-grants-1978_01
- Patent number
- US04071542
Reaction notes
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