trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

Base Information

Chemical Name:trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol
CAS No.:110417-17-9
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

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Chemical Property of trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

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Technology Process of trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

There total 11 articles about trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol 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: 87.0%

: 110417-15-7
4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one

: 110417-17-9
trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

: 110417-16-8
cis-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; for 1h; Title compound not separated from byproducts; Ambient temperature;
DOI:10.1021/jo00232a032

Reference yield:

: 79214-95-2
4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one

: 110417-17-9
trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / boron trifluoride etherate / CH₂Cl₂ / 2 h / 0 °C

2: 94.5 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C

3: 98 percent / NaBH₄ / methanol / 2 h / Ambient temperature

4: 98.7 percent / diisopropylethylamine / tetrahydrofuran / Ambient temperature

5: 89 percent / AgNO₃, N-chlorosuccinimide (NCS) / acetonitrile; H₂O / 0.17 h / 0 °C

6: 8.7 percent / CeCl₃, NaBH₄ / methanol / 1 h / Ambient temperature

With sodium tetrahydroborate; N-chloro-succinimide; cerium(III) chloride; boron trifluoride diethyl etherate; diisobutylaluminium hydride; silver nitrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo00232a032

Reference yield:

: 110417-00-0
1-methoxy-4-(3,4-dimethoxyphenyl)cyclohexa-1,3-diene

: 110417-17-9
trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 25.8 percent / phenothiazine / toluene / 5 h / 180 °C

2: 37 percent / Na₂S*9H₂O / ethanol / 42 h / Heating

3: 100 percent / hydroxylamine hydrochloride, sodium acetate / methanol; H₂O / Heating

4: 91 percent / triethylamine, mesyl chloride / CH₂Cl₂ / 3 h / Ambient temperature

5: 92 percent / boron trifluoride etherate / CH₂Cl₂ / 2 h / 0 °C

6: 94.5 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C

7: 98 percent / NaBH₄ / methanol / 2 h / Ambient temperature

8: 98.7 percent / diisopropylethylamine / tetrahydrofuran / Ambient temperature

9: 89 percent / AgNO₃, N-chlorosuccinimide (NCS) / acetonitrile; H₂O / 0.17 h / 0 °C

10: 8.7 percent / CeCl₃, NaBH₄ / methanol / 1 h / Ambient temperature

With sodium sulfide; sodium tetrahydroborate; N-chloro-succinimide; cerium(III) chloride; 10H-phenothiazine; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; sodium acetate; diisobutylaluminium hydride; silver nitrate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jo00232a032