1-Ethynyl-4-fluorobenzene → Z-4-fluorostyryl 4-iodobenzylsulfide
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[CH:9])=[CH:4][CH:3]=1.[I:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][SH:16])=[CH:13][CH:12]=1.[Na]>>[F:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]\[CH:15]([S:16][CH:15](/[CH:9]=[CH:8]\[C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[C:14]2[CH:17]=[CH:18][C:11]([I:10])=[CH:12][CH:13]=2)[C:14]2[CH:17]=[CH:18][C:11]([I:10])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1Participants
4
Procedure
A solution of 4-fluorophenylacetylene (0.02 mol) and 4-iodobenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form Z-4-fluorostyryl 4-iodobenzylsulfide. The title compound is obtained following oxidation.
Sources & evidence
- ORD record
- ord-8402cd548b99490a9bd6954bc701331e
- Source dataset
- uspto-grants-2003_06
- Patent number
- US06576675B1
Reaction notes
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