(1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

Base Information

Chemical Name:(1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane
CAS No.:253783-18-5
Molecular Formula:C₂₁H₂₃N
Molecular Weight:289.42
Hs Code.:

Synonyms:(1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

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Chemical Property of (1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

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Technology Process of (1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

There total 4 articles about (1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane 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: 89.0%

: 253783-10-7
(1R,4R)-2-methylidene-1-(6-bromopyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

: 98-80-6
phenylboronic acid

: 253783-18-5
(1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In methanol; toluene; at 80 - 85 ℃; for 14h;
DOI:10.1016/S0957-4166(99)00352-3

Reference yield:

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 253783-18-5
(1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; diethyl ether / 2 h / -78 °C

1.2: 33 percent / hexane; diethyl ether / -78 - 20 °C

2.1: SOCl₂; pyridine / 0.5 h / 0 °C

3.1: 75 percent / 1 h / 20 °C

4.1: 89 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene; methanol / 14 h / 80 - 85 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; thionyl chloride; sodium carbonate; In methanol; diethyl ether; hexane; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Condensation / 3.1: Elimination / 4.1: Substitution;
DOI:10.1016/S0957-4166(99)00352-3

Reference yield:

: 253783-08-3
(1R,2R,4R)-2-exo-hydroxy-2-endo-(6-bromopyridin-2-yl)-1,7,7-trimethylbicyclo[2.2.1]heptane

: 253783-18-5
(1R)-2-methylidene-1-(6-phenylpyridin-2-yl)-3,3-dimethylbicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂; pyridine / 0.5 h / 0 °C

2: 75 percent / 1 h / 20 °C

3: 89 percent / Pd(PPh₃)4; aq. Na₂CO₃ / toluene; methanol / 14 h / 80 - 85 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium carbonate; In methanol; toluene; 1: Condensation / 2: Elimination / 3: Substitution;
DOI:10.1016/S0957-4166(99)00352-3