(1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd

Base Information

Chemical Name:(1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd
CAS No.:123393-06-6
Molecular Formula:C₁₅H₂₂O₂
Molecular Weight:234.338
Hs Code.:

Synonyms:(1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd

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Chemical Property of (1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd

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Technology Process of (1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd

There total 8 articles about (1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd 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: 98.0%

: 123393-05-5
(1'R,5'R)-4-<5'-(1,3-Dioxolan-2-yl)methyl-2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-on

: 123393-06-6
(1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd

Guidance literature:: With pyridinium p-toluenesulfonate; In water; acetone; for 16h; Heating;
DOI:10.1002/hlca.19890720120

Reference yield:

: (4R)-4-<(1,3-Dioxolan-2-yl)methyl>-1,3,3-trimethyl-1,2-epoxycyclohexan

: 123393-06-6
(1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd

Guidance literature:: Multi-step reaction with 7 steps

1: 43 percent / Filtrol / dioxane / 0.75 h / Ambient temperature

2: 79 percent / Cr₂O₃ / pyridine; H₂O / 14 h

3: 70 percent / 1.6 M Bu-Li / tetrahydrofuran; hexane / 0.5 h / 0 °C

4: 97 percent / EtMgBr / toluene; acetone / 4 h / Ambient temperature

5: 92 percent / NaH / tetrahydrofuran / 0.33 h / 0 °C

6: 52 percent / diethyl ether / 1 h / 0 °C

7: 98 percent / pyridinium-p-toluenesulfonate / acetone; H₂O / 16 h / Heating

With chromium(III) oxide; n-butyllithium; FILTROL; ethylmagnesium bromide; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; hexane; water; acetone; toluene;
DOI:10.1002/hlca.19890720120

Reference yield:

: (5R)-5-<(1,3-Dioxolan-2-yl)methyl>-2,6,6-trimethylcyclohex-2-enol

: 123393-06-6
(1R,5R)-5-(3'-oxobut-1'-enyl)-4,6,6-trimethylcyclohex-3-en-1-acetaldehyd

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / Cr₂O₃ / pyridine; H₂O / 14 h

2: 70 percent / 1.6 M Bu-Li / tetrahydrofuran; hexane / 0.5 h / 0 °C

3: 97 percent / EtMgBr / toluene; acetone / 4 h / Ambient temperature

4: 92 percent / NaH / tetrahydrofuran / 0.33 h / 0 °C

5: 52 percent / diethyl ether / 1 h / 0 °C

6: 98 percent / pyridinium-p-toluenesulfonate / acetone; H₂O / 16 h / Heating

With chromium(III) oxide; n-butyllithium; ethylmagnesium bromide; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; pyridine; diethyl ether; hexane; water; acetone; toluene;
DOI:10.1002/hlca.19890720120