cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid

Base Information

Chemical Name:cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid
CAS No.:107890-62-0
Molecular Formula:C₁₃H₂₀O₃
Molecular Weight:224.3
Hs Code.:

Synonyms:cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid

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Chemical Property of cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid

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Technology Process of cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid

There total 4 articles about cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid 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:

: 107890-61-9
(6,9,9-trimethyl-3-oxabicyclo<3.3.1>non-6-en-4-endo-yl)acetic acid

: 107890-62-0
cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; hexane; Yield given; 1.) -70 deg C, 1 h, 2.) -5 deg C, 30 min;
DOI:10.1021/jo00386a038

Reference yield:

: 55695-33-5
(2,2,4-trimethyl-3-cyclohexen-1-yl)methanol

: 107890-62-0
cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / N-methylmorpholine / diethyl ether / 26 h / Ambient temperature

2: 94 percent / methanesulfonic acid / CH₂Cl₂ / 2 h / -5 °C

3: 78 percent / 2.5 M aq. NaOH / methanol; H₂O / 23 h / Ambient temperature

4: LDA / tetrahydrofuran; hexane / 1.) -70 deg C, 1 h, 2.) -5 deg C, 30 min

With 4-methyl-morpholine; sodium hydroxide; methanesulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water;
DOI:10.1021/jo00386a038

Reference yield:

: 107890-58-4
methyl (2E)-3-<(2,2,4-trimethyl-3-cyclohexen-1-yl)methoxy>-2-propenoate

: 107890-62-0
cis(1',5')-(2E)-3-<2',6',6'-trimethyl-5'-(hydroxymethyl)-2'-cyclohexen-1'-yl>-2-propenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / methanesulfonic acid / CH₂Cl₂ / 2 h / -5 °C

2: 78 percent / 2.5 M aq. NaOH / methanol; H₂O / 23 h / Ambient temperature

3: LDA / tetrahydrofuran; hexane / 1.) -70 deg C, 1 h, 2.) -5 deg C, 30 min

With sodium hydroxide; methanesulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/jo00386a038