3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride

Base Information

Chemical Name:3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride
CAS No.:136179-73-2
Molecular Formula:C₂₀H₂₄O₄
Molecular Weight:328.408
Hs Code.:

Synonyms:3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride

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Chemical Property of 3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride

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Technology Process of 3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride

There total 6 articles about 3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride 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: 82.6%

: 108-31-6
maleic anhydride

: 136179-72-1
(3E)-8-Benzyloxy-3-methyl-1,3-octadiene

: 136179-73-2
3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride

Guidance literature:: In toluene; at 100 ℃; for 17h; bath temp.; hydroquinone for stabilization;
DOI:10.1248/cpb.39.1359

Reference yield:

: 4541-15-5
5-(benzyloxy)-1-pentanol

: 136179-73-2
3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride

Guidance literature:: Multi-step reaction with 6 steps

1: PCC / CH₂Cl₂ / 1.5 h / Ambient temperature

2: toluene / 10 h / 100 °C / bath temp.

3: LiAlH₄ / diethyl ether / 0.17 h / ice bath

4: PCC / CH₂Cl₂

5: 1.) BuLi / 1.) THF, hexane, -5 deg C to r.t., 30 min; 2.) -15 deg C to r.t., 30 min

6: 82.6 percent / toluene / 17 h / 100 °C / bath temp.; hydroquinone for stabilization

With lithium aluminium tetrahydride; n-butyllithium; pyridinium chlorochromate; In diethyl ether; dichloromethane; toluene;
DOI:10.1248/cpb.39.1359

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 136179-73-2
3α-(4-benzyloxybutyl)-4-methyl-4-cyclohexene-1α,2α-dicarboxylic anhydride

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / 10 h / 100 °C / bath temp.

2: LiAlH₄ / diethyl ether / 0.17 h / ice bath

3: PCC / CH₂Cl₂

4: 1.) BuLi / 1.) THF, hexane, -5 deg C to r.t., 30 min; 2.) -15 deg C to r.t., 30 min

5: 82.6 percent / toluene / 17 h / 100 °C / bath temp.; hydroquinone for stabilization

With lithium aluminium tetrahydride; n-butyllithium; pyridinium chlorochromate; In diethyl ether; dichloromethane; toluene;
DOI:10.1248/cpb.39.1359