2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether

Base Information

Chemical Name:2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether
CAS No.:633315-77-2
Molecular Formula:C₁₉H₂₄Br₂O₂
Molecular Weight:444.206
Hs Code.:

Synonyms:

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Chemical Property of 2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether

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Technology Process of 2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether

There total 5 articles about 2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether 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: 42.0%

: 18913-31-0
2,3-butadien-1-ol

: 633315-76-1
2-bromo-1-propenyl (1R,2S)-2-phenylcyclohexyl ether

: 2,3-butadienyl (1S)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether

: 633315-77-2
2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether

Guidance literature:: With N-Bromosuccinimide; In dichloromethane; at -20 ℃; for 2h;
DOI:10.1016/j.tetasy.2003.06.004

Reference yield:

: 98919-68-7
(1R,2S)-trans-2-phenylcyclohexanol

: 633315-77-2
2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 - 20 °C

1.2: 95 percent / tetrahydrofuran / 3 h / Heating

2.1: 88 percent / t-BuOK / dimethylsulfoxide / 120 h / 40 °C

3.1: Br₂ / CH₂Cl₂ / -20 °C

4.1: 2.76 g / N,N-diethylaniline / benzene / 0.75 h / Heating

5.1: 42 percent / NBS / CH₂Cl₂ / 2 h / -20 °C

With N-Bromosuccinimide; potassium tert-butylate; bromine; sodium hydride; N,N-diethylaniline; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/j.tetasy.2003.06.004

Reference yield:

: 147253-77-8
(1R,2S)-trans-2-phenyl-1-(1(Z)-propenyloxy)cyclohexane

: 633315-77-2
2,3-butadienyl (1R)-2,2-dibromo-1-{[(1R,2S)-2-phenyl cyclohexyl]oxy}prop-1-yl ether

Guidance literature:: Multi-step reaction with 3 steps

1: Br₂ / CH₂Cl₂ / -20 °C

2: 2.76 g / N,N-diethylaniline / benzene / 0.75 h / Heating

3: 42 percent / NBS / CH₂Cl₂ / 2 h / -20 °C

With N-Bromosuccinimide; bromine; N,N-diethylaniline; In dichloromethane; benzene;
DOI:10.1016/j.tetasy.2003.06.004