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ChemicalBook CAS DataBase List (Z)-1-bromohex-3-ene
5009-31-4

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

7synthesis methods
-

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

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