(E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Base Information

Chemical Name:(E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester
CAS No.:182011-27-4
Molecular Formula:C₁₇H₂₃ClO₄
Molecular Weight:326.82
Hs Code.:

Synonyms:(E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

There total 13 articles about (E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester 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:

: (E)-6-[3-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-6-methoxy-4,5-dimethyl-phenyl]-4-methyl-hex-4-enoic acid methyl ester

: 182011-27-4
(E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h;
DOI:10.1021/jm9603633

Reference yield:

: 608-43-5
2,3-dimethyl-1,4-dihydroxybenzene

: 182011-27-4
(E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 39 percent / NCS / dimethylformamide / 3 h / 60 °C

2: 32 percent / DBU / dimethylformamide / 24 h / Ambient temperature

3: 96 percent / pyridine / 36 h

4: 1.0 M tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h

5: K₂CO₃ / dimethylformamide / Ambient temperature

6: N,N-diethylaniline / 4 h / 200 °C

7: 95 percent / K₂CO₃ / acetone / 7 h

8: K₂CO₃ / methanol; H₂O / 20 h

9: imidazole / dimethylformamide

10: 1.) pyridine, ozonized O₂, 2.) Me₃S / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, RT, overnight

11: tetrahydrofuran / -78 °C

12: pivalic acid / Heating

13: 1.0 M tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h

With pyridine; 1H-imidazole; ozone-containing oxygen; N-chloro-succinimide; trimethylsulfonium; tetrabutyl ammonium fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-diethylaniline; Trimethylacetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9603633

Reference yield:

: 182011-21-8
5-chloro-2,3-dimethylbenzene-1,4-diol

: 182011-27-4
(E)-6-(2-Chloro-3-hydroxy-6-methoxy-4,5-dimethyl-phenyl)-4-methyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 32 percent / DBU / dimethylformamide / 24 h / Ambient temperature

2: 96 percent / pyridine / 36 h

3: 1.0 M tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h

4: K₂CO₃ / dimethylformamide / Ambient temperature

5: N,N-diethylaniline / 4 h / 200 °C

6: 95 percent / K₂CO₃ / acetone / 7 h

7: K₂CO₃ / methanol; H₂O / 20 h

8: imidazole / dimethylformamide

9: 1.) pyridine, ozonized O₂, 2.) Me₃S / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, RT, overnight

10: tetrahydrofuran / -78 °C

11: pivalic acid / Heating

12: 1.0 M tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h

With pyridine; 1H-imidazole; ozone-containing oxygen; trimethylsulfonium; tetrabutyl ammonium fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-diethylaniline; Trimethylacetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm9603633