methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

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Chemical Name:methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate
CAS No.:223419-01-0
Molecular Formula:C₁₆H₂₄O₃
Molecular Weight:264.365
Hs Code.:

Synonyms:methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

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Technology Process of methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

There total 4 articles about methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate 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: 71.0%

: 204063-23-0
(E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoic acid

: 74-88-4
methyl iodide

: 223419-01-0
methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

Guidance literature:: With N,N,N',N'-tetramethylguanidine; In benzene;
DOI:10.1016/S0040-4039(97)10805-X

Reference yield:

: 101315-21-3
(E)-5-(2,6,6-trimethylcyclohex-1-enyl)pent-4-en-2-yn-1-ol

: 223419-01-0
methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) iBuMgCl, Cp₂TiCl₂ / 1.) Et₂O, 0 deg C to room temperature, room temperature, 6 h, 2.) THF, 0 deg C, 12 h

2: 71 percent / N,N,N',N'-tetramethylguanidine / benzene / 12 h / Ambient temperature

With bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride; N,N,N',N'-tetramethylguanidine; In benzene;
DOI:10.1016/S0040-4020(98)01197-1

Reference yield:

: 79-77-6,14901-07-6
(E)-β-ionone

: 223419-01-0
methyl (E,E)-4-hydroxy-2-<2-(2,6,6-trimethylcyclohex-1-enyl)vinyl>but-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA, ClP(O)(OEt)2; 2.) n-BuLi / 1.) THF; 2.) THF

2: 1.) iBuMgCl / 1.) Cp₂TiCl₂ / 1.) ether; 2.) THF

3: 71 percent / N,N,N',N'-tetramethylguanidine / benzene

With n-butyllithium; 2-methylpropylmagnesium chloride; diethyl chlorophosphate; lithium diisopropyl amide; N,N,N',N'-tetramethylguanidine; bis(cyclopentadienyl)titanium dichloride; In benzene;
DOI:10.1016/S0040-4039(97)10805-X