(+)-4-[(E)-2-Hydroxyethylidene]-6,6-dimethyl-2-cyclohexene-1-ol

Base Information

• Chemical Name: (+)-4-[(E)-2-Hydroxyethylidene]-6,6-dimethyl-2-cyclohexene-1-ol
• CAS No.: 73891-29-9
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• Mol file: 73891-29-9.mol

Synonyms:(+)-4-[(E)-2-Hydroxyethylidene]-6,6-dimethyl-2-cyclohexene-1-ol;(E)-2,4-Ochtodiene-1,6-diol

Chemical Property of (+)-4-[(E)-2-Hydroxyethylidene]-6,6-dimethyl-2-cyclohexene-1-ol

Chemical Property:

• PSA: 40.46000
• LogP: 1.25210

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-4-[(E)-2-Hydroxyethylidene]-6,6-dimethyl-2-cyclohexene-1-ol

There total 7 articles about (+)-4-[(E)-2-Hydroxyethylidene]-6,6-dimethyl-2-cyclohexene-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: 55.0%

5-phenylseleno-2-ochtodene-1,6-diol (82528-47-0) → 2,4-ochtodien-1,6-diol (73872-82-9,73891-29-9,89197-95-5,95495-67-3,97885-79-5)

Guidance literature:

With sodium periodate; In methanol; water; at 15 ℃; for 7h;

DOI:10.1016/S0040-4039(00)87138-5

Reference yield:

5,5-dimethlycyclohex-2-en-1-one (4694-17-1) → 2,4-ochtodien-1,6-diol (73872-82-9,73891-29-9,89197-95-5,95495-67-3,97885-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NBS / CCl₄ / 0.17 h / Heating

2: 2.) 30percent H₂O / 1.) ether, -78 to 0 deg C, 20 min. 2.) acetone, 25 deg C, 8 h

With N-Bromosuccinimide; water; In tetrachloromethane;

DOI:10.1016/S0040-4039(00)99045-2

Reference yield:

(EZ)-1-hydroxy-2-ochtoden-6-one (82528-42-5,82528-53-8) → 2,4-ochtodien-1,6-diol (73872-82-9,73891-29-9,89197-95-5,95495-67-3,97885-79-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide, -78-0 deg C, 1 h, THF, 2.) 0-15 deg C, 1 h.

2: 76 percent / LiAlH₄ / diethyl ether / 2 h / -20 - -15 °C

3: 55 percent / NaIO₄ / methanol; H₂O / 7 h / 15 °C

With sodium periodate; lithium aluminium tetrahydride; In methanol; diethyl ether; water;

DOI:10.1016/S0040-4039(00)87138-5

upstream raw materials:

vinyl magnesium bromide

4-bromo-5,5-dimethyl-2-cyclohexen-1-one

5-phenylseleno-2-ochtodene-1,6-diol

5,5-dimethlycyclohex-2-en-1-one

Downstream raw materials:

[5,5-Dimethyl-4-oxo-cyclohex-2-en-(E)-ylidene]-acetaldehyde

Acetic acid (R)-4-[2-acetoxy-eth-(E)-ylidene]-6,6-dimethyl-cyclohex-2-enyl ester