(E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate

Base Information

Chemical Name:(E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate
CAS No.:1268335-58-5
Molecular Formula:C₁₈H₂₃BrO₄
Molecular Weight:383.282
Hs Code.:

Synonyms:(E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate

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Chemical Property of (E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate

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Technology Process of (E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate

There total 6 articles about (E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1268335-57-4
2-bromo-3-formylbenzyl acetate

: 70665-02-0
3-(2-tetrahydropyranyloxy)propyltriphenylphosphonium bromide

: 1268335-58-5
(E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate

Guidance literature:: 3-(2-tetrahydropyranyloxy)propyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-bromo-3-formylbenzyl acetate; In tetrahydrofuran; hexane; for 20h;

Reference yield:

: 53663-39-1
3-methyl-2-bromobenzoic acid

: 1268335-58-5
(E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; isobutyl chloroformate / dichloromethane / 0.17 h / Cooling with ice-water

1.2: 0.03 h / Cooling with ice-water

2.1: 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 20 - 25 °C

3.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / Inert atmosphere; Reflux

4.1: N,N-dimethyl-formamide / 1 h / 82 °C

5.1: water; formic acid / Raney Ni / 1 h / 100 °C

6.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

6.2: 20 h

With N-Bromosuccinimide; n-butyllithium; formic acid; 1,3,5-trichloro-2,4,6-triazine; water; triethylamine; isobutyl chloroformate; dibenzoyl peroxide; Raney Ni; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 263159-64-4
2-bromo-3-methyl-benzonitrile

: 1268335-58-5
(E)-2-bromo-3-(4-(tetrahydro-2H-pyran-2-yloxy)but-1-enyl)benzyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / Inert atmosphere; Reflux

2.1: N,N-dimethyl-formamide / 1 h / 82 °C

3.1: water; formic acid / Raney Ni / 1 h / 100 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

4.2: 20 h

With N-Bromosuccinimide; n-butyllithium; formic acid; water; dibenzoyl peroxide; Raney Ni; In tetrahydrofuran; tetrachloromethane; hexane; N,N-dimethyl-formamide;