(-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol

Base Information

Chemical Name:(-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol
CAS No.:701222-62-0
Molecular Formula:C₁₈H₁₈Cl₂O
Molecular Weight:321.246
Hs Code.:

Synonyms:(-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol

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Chemical Property of (-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol

Chemical Property:

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Technology Process of (-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol

There total 5 articles about (-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol 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: 79.0%

: 108-86-1,52753-63-6
bromobenzene

: 701223-23-6
(-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone

: 701222-62-0
(-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol

Guidance literature:: bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(-)-(1S)-2,2-dichloro-1-methylcyclopropyl(o-tolyl)methanone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;
DOI:10.1021/ja0319442

Reference yield:

: 95-46-5
2-methylphenyl bromide

: 701222-62-0
(-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: Mg / tetrahydrofuran

1.2: 87 percent / tetrahydrofuran / 1 h / 0 - 5 °C

2.1: BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 79 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

With n-butyllithium; magnesium; In tetrahydrofuran; hexane;
DOI:10.1021/ja0319442

Reference yield:

: 1447-14-9
2,2-dichloro-1-methylcyclopropanecarboxylic acid

: 701222-62-0
(-)-(S)-[(1S)-2,2-dichloro-1-methylcyclopropyl](phenyl)(o-tolyl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 29 percent / via salt with (+)-cinchonine

2.1: 86 percent / SOCl₂; DMF / hexane / 1 h / Heating

3.1: Mg / tetrahydrofuran

3.2: 87 percent / tetrahydrofuran / 1 h / 0 - 5 °C

4.1: BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

4.2: 79 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

With n-butyllithium; thionyl chloride; magnesium; N,N-dimethyl-formamide; In tetrahydrofuran; hexane;
DOI:10.1021/ja0319442