2-Octenoic acid, 6-[[2-(hydroxymethyl)-3-methoxy-5-methylphenyl]methyl]-3,7-dimethyl-, methyl ester

Base Information

Chemical Name:2-Octenoic acid, 6-[[2-(hydroxymethyl)-3-methoxy-5-methylphenyl]methyl]-3,7-dimethyl-, methyl ester
CAS No.:656252-29-8
Molecular Formula:C21H32O4
Molecular Weight:348.483
Hs Code.:

Synonyms:

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Chemical Property of 2-Octenoic acid, 6-[[2-(hydroxymethyl)-3-methoxy-5-methylphenyl]methyl]-3,7-dimethyl-, methyl ester

Chemical Property:

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Technology Process of 2-Octenoic acid, 6-[[2-(hydroxymethyl)-3-methoxy-5-methylphenyl]methyl]-3,7-dimethyl-, methyl ester

There total 11 articles about 2-Octenoic acid, 6-[[2-(hydroxymethyl)-3-methoxy-5-methylphenyl]methyl]-3,7-dimethyl-, 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:

: 10353-53-4
1,2-epoxy-5-hexene

: 656252-29-8
(E)-6-(2-Hydroxymethyl-3-methoxy-5-methyl-benzyl)-3,7-dimethyl-oct-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 69 percent / t-BuLi; TMEDA / tetrahydrofuran / 2 h / -78 - 0 °C

2: 91 percent / p-TsOH / toluene / 2 h / Heating

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 25 °C

4: 89 percent / Et₃N / 12 h / 25 °C

5: 94 percent / SO₃*Py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

6: 94 percent / CeCl₃ / 1 h / -78 - 0 °C

7: 80 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.25 h / -60 °C

8: 80 percent / Cu(OAc)2; O₂ / PdCl₂ / N,N-dimethyl-acetamide; H₂O / 12 h / 25 °C / 760 Torr

9: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 25 °C / 760 Torr

10: 94 percent / NaH / tetrahydrofuran / 3 h / 60 °C

11: 91 percent / HF*Py / tetrahydrofuran / 0.33 h / 25 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; copper diacetate; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; hydrogen; tert.-butyl lithium; oxygen; sodium hydride; toluene-4-sulfonic acid; pyridine hydrogenfluoride; triethylamine; palladium on activated charcoal; palladium dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Reference yield:

: N-tert-Butyl-2-methoxy-4-methylbenzamide

: 656252-29-8
(E)-6-(2-Hydroxymethyl-3-methoxy-5-methyl-benzyl)-3,7-dimethyl-oct-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 69 percent / t-BuLi; TMEDA / tetrahydrofuran / 2 h / -78 - 0 °C

2: 91 percent / p-TsOH / toluene / 2 h / Heating

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 25 °C

4: 89 percent / Et₃N / 12 h / 25 °C

5: 94 percent / SO₃*Py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

6: 94 percent / CeCl₃ / 1 h / -78 - 0 °C

7: 80 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.25 h / -60 °C

8: 80 percent / Cu(OAc)2; O₂ / PdCl₂ / N,N-dimethyl-acetamide; H₂O / 12 h / 25 °C / 760 Torr

9: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 25 °C / 760 Torr

10: 94 percent / NaH / tetrahydrofuran / 3 h / 60 °C

11: 91 percent / HF*Py / tetrahydrofuran / 0.33 h / 25 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; copper diacetate; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; hydrogen; tert.-butyl lithium; oxygen; sodium hydride; toluene-4-sulfonic acid; pyridine hydrogenfluoride; triethylamine; palladium on activated charcoal; palladium dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Reference yield:

: 656252-26-5
3-but-3-enyl-8-methoxy-6-methyl-isochroman-1-one

: 656252-29-8
(E)-6-(2-Hydroxymethyl-3-methoxy-5-methyl-benzyl)-3,7-dimethyl-oct-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 25 °C

2: 89 percent / Et₃N / 12 h / 25 °C

3: 94 percent / SO₃*Py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

4: 94 percent / CeCl₃ / 1 h / -78 - 0 °C

5: 80 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.25 h / -60 °C

6: 80 percent / Cu(OAc)2; O₂ / PdCl₂ / N,N-dimethyl-acetamide; H₂O / 12 h / 25 °C / 760 Torr

7: 92 percent / H₂ / 10 percent Pd/C / ethyl acetate / 2 h / 25 °C / 760 Torr

8: 94 percent / NaH / tetrahydrofuran / 3 h / 60 °C

9: 91 percent / HF*Py / tetrahydrofuran / 0.33 h / 25 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; copper diacetate; pyridine-SO₃ complex; hydrogen; oxygen; sodium hydride; pyridine hydrogenfluoride; triethylamine; palladium on activated charcoal; palladium dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G