3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

Base Information

Chemical Name:3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone
CAS No.:107149-21-3
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

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Chemical Property of 3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

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Technology Process of 3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

There total 6 articles about 3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone 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: 86.0%

: 107149-20-2
3-(6-Bromo-1,4-dioxa-spiro[4.5]dec-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

: 107149-21-3
3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

Guidance literature:: With diazabicycloundecane; at 100 - 110 ℃; for 20h;
DOI:10.1021/jo00382a026

Reference yield:

: 59691-19-9
1-Methoxy-4-(hydroxymethyl)-1,4-cyclohexadiene

: 107149-21-3
3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / BF₃*Et₂O

2: 1.) H₂, 10percent Pd/C, 2.) NaBH₄ / 1.) ethanol, 30 psi - 40 psi, 2.) methanol, 0 deg C, 2 h

3: phenyltrimethylammonium perbromide (PTAB) / CH₂Cl₂ / 48 h

4: 99 percent / p-toluenesulfonic acid monohydrate / benzene / 24 h / Heating

5: 86 percent / diazabicycloundecane (DBU) / 20 h / 100 - 110 °C

With sodium tetrahydroborate; palladium on activated charcoal; diazabicycloundecane; boron trifluoride diethyl etherate; hydrogen; phenyltrimethylammonium tribromide; toluene-4-sulfonic acid; In dichloromethane; benzene;
DOI:10.1021/jo00382a026

Reference yield:

: 72445-21-7
1,4-dioxaspiro-<4,5>dec-7-ene-8-methanol

: 107149-21-3
3-(1,4-Dioxa-spiro[4.5]dec-6-en-8-ylmethoxy)-5,5-dimethyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) H₂, 10percent Pd/C, 2.) NaBH₄ / 1.) ethanol, 30 psi - 40 psi, 2.) methanol, 0 deg C, 2 h

2: phenyltrimethylammonium perbromide (PTAB) / CH₂Cl₂ / 48 h

3: 99 percent / p-toluenesulfonic acid monohydrate / benzene / 24 h / Heating

4: 86 percent / diazabicycloundecane (DBU) / 20 h / 100 - 110 °C

With sodium tetrahydroborate; palladium on activated charcoal; diazabicycloundecane; hydrogen; phenyltrimethylammonium tribromide; toluene-4-sulfonic acid; In dichloromethane; benzene;
DOI:10.1021/jo00382a026