HCID 22922859, compound → HCID 22922852, compound

HRID 2257426Notes

Reaction equation

HRID 2257426 reaction equation
[OH:1][C:2]([CH3:14])([CH3:13])[C:3]#[C:4][C:5]1[CH:10]=[CH:9][C:8](Br)=[C:7]([F:12])[CH:6]=1>O1CCCC1>[OH:1][C:2]([CH3:14])([CH3:13])[C:3]#[C:4][C:5]1[CH:10]=[CH:9][C:8](/[CH:13]=[CH:2]/[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[C:7]([F:12])[CH:6]=1

Participants

3

Reactant 1

HCID 22922859HCID 22922859, compound

Product 1

HCID 22922852HCID 22922852, compoundYield 160.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the same manner as in the first step of Example 2 except that a solution of E-1-heptenylcatecholborane (20 mmol) in tetrahydrofuran (50 ml) was used in place of the solution of E-1-pentenylcatecholborane and 4-(3-hydroxy-3,3-dimethyl-1-propynyl)-2-fluoro-1-bromobenzene (3.9 g, 15 mmol) was used in place of 4-(3-hydroxy-3,3-dimethyl-1-propynyl)-3-fluoro-1-bromobenzene, the reaction was carried out to obtain 4-(3-hydroxy-3,3-dimethyl-1-propynyl)-1-(1-trans-heptenyl)-2-fluorobenzene (3.3 g). Yield: 81%.

Sources & evidence

ORD record
ord-01634460d0dc42e08caa310915640b85
Source dataset
uspto-grants-1997_08
Patent number
US05658489

Reaction notes

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