ChemicalBook CAS DataBase List (Z)-1-bromohex-3-ene

(Z)-1-bromohex-3-ene synthesis

7synthesis methods

Product Name:(Z)-1-bromohex-3-ene
CAS Number:5009-31-4
Molecular formula:C6H11Br
Molecular Weight:163.06

79503-95-0
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5009-31-4
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Yield:5009-31-4 97%

Reaction Conditions:

with tetrabutylphosphonium ammonium hydroxide in 2-methyltetrahydrofuran at 80; for 0.666667 h;Cooling with ice;

Steps:

3.b b Synthesis of ( Z) -1- bromo-3-en 103

The (Z) - 3-en-1-yl methanesulfonate 2 (22.6g, 127 mmol) in 2-methyltetrahydrofuran (300mL) was heated to 80 deg.] C and subsequently treated with tetrabutylphosphonium ammonium hydroxide (53.1g, 165 mmol).Stirring (40min), the mixture was cooled to 20 deg.] C and washed with ice-water.The aqueous layer was back-extracted with EtOAc (3x), and the combined organics were washed with brine, dried (MgSO₄), Filtered and concentrated.The crude product was purified by celite pad (rinsed with hexane) was filtered, and then concentrated to obtain a yellow oil (Z) -1- bromo-3-en 103 (20g, 97%).Rf (0.8, hexanes).

References:

CN105555757,2016,A Location in patent:Paragraph 0469; 0475; 0476; 0477

928-96-1 Synthesis