4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane

Base Information

Chemical Name:4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane
CAS No.:73230-87-2
Molecular Formula:C₂₃H₂₉NO₄
Molecular Weight:383.488
Hs Code.:

Synonyms:4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane

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Chemical Property of 4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane

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Technology Process of 4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane

There total 11 articles about 4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane 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: 61.4%

: 73230-83-8
<(-)-(1R,2R,4S)-4-Acetoxy-1α-ethenyl-1-methylcyclohex-2-yl>acetaldehyde

: 56437-05-9
1-cyano-4-methoxybenzocyclobutane

: 73230-87-2
4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane

Guidance literature:: With sodium amide; In tetrahydrofuran; ammonia; at -78 ℃; for 2h;
DOI:10.1021/jo01299a033

Reference yield:

: 61950-54-7
(8aS)-1,1-(1,2-ethylenedioxy)-1,2,3,4,6,7,8,8a-octahydro-8a-methyl-6-oxonaphthalene

: 73230-87-2
4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane

Guidance literature:: Multi-step reaction with 10 steps

1: 80.4 percent / Na / liquid ammonia; tetrahydrofuran; ethanol / 2 h / -78 °C

2: 99.2 percent / NaBH₄ / methanol / 1 h / 0 °C

3: 92 percent / 5percent aqueous HCl / acetone / 16 h / Ambient temperature

4: 73.4 percent / pyridine / 14 h / Ambient temperature

5: 96.6 percent / Br₂, CH₃COONa / CHCl₃ / 12 h / 0 °C

6: 78.2 percent / LiBr, Li₂CO₃ / dimethylformamide / 2 h / 125 - 130 °C

7: 75.9 percent / 30percent H₂O₂, 10percent aqueous NaOH / methanol / 0.17 h / 0 °C

8: 23.6 percent / 2,4-Dinitrophenylsulfonylhydrazine / acetic acid; CH₂Cl₂ / 1.) 0 deg C, 72 h, 2.) reflux, 18 h

9: 88.7 percent / H₂ / Pd-CaCO₃ / acetone / 2 h / 2280 Torr

10: 61.4 percent / NaNH₂ / liquid ammonia; tetrahydrofuran / 2 h / -78 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; 2,4-dinitrobenzenesulfonhydrazide; hydrogen; dihydrogen peroxide; bromine; sodium acetate; sodium; lithium carbonate; sodium amide; lithium bromide; Lindlar's catalyst; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; chloroform; ammonia; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo01299a033

Reference yield:

: 33878-99-8
(S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione

: 73230-87-2
4-Acetoxy-1-ethenyl-2-<2-(1-cyano-4-methoxybenzocyclobutenyl)-2-hydroxyethyl>-1-methylcyclohexane

Guidance literature:: Multi-step reaction with 11 steps

1: 96.7 percent / p-Toluenesulfonic acid / benzene / 0.92 h / Heating

2: 80.4 percent / Na / liquid ammonia; tetrahydrofuran; ethanol / 2 h / -78 °C

3: 99.2 percent / NaBH₄ / methanol / 1 h / 0 °C

4: 92 percent / 5percent aqueous HCl / acetone / 16 h / Ambient temperature

5: 73.4 percent / pyridine / 14 h / Ambient temperature

6: 96.6 percent / Br₂, CH₃COONa / CHCl₃ / 12 h / 0 °C

7: 78.2 percent / LiBr, Li₂CO₃ / dimethylformamide / 2 h / 125 - 130 °C

8: 75.9 percent / 30percent H₂O₂, 10percent aqueous NaOH / methanol / 0.17 h / 0 °C

9: 23.6 percent / 2,4-Dinitrophenylsulfonylhydrazine / acetic acid; CH₂Cl₂ / 1.) 0 deg C, 72 h, 2.) reflux, 18 h

10: 88.7 percent / H₂ / Pd-CaCO₃ / acetone / 2 h / 2280 Torr

11: 61.4 percent / NaNH₂ / liquid ammonia; tetrahydrofuran / 2 h / -78 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; 2,4-dinitrobenzenesulfonohydrazide; hydrogen; dihydrogen peroxide; bromine; sodium acetate; sodium; lithium carbonate; toluene-4-sulfonic acid; sodium amide; lithium bromide; Lindlar's catalyst; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; chloroform; ammonia; acetic acid; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo01299a033