3-chloro-4,6-dihydroxy-2-methyl-5-decane)-2,4-pentadienyl>benzaldehyde

Base Information

Chemical Name:3-chloro-4,6-dihydroxy-2-methyl-5-decane)-2,4-pentadienyl>benzaldehyde
CAS No.:91854-87-4
Molecular Formula:C₂₅H₃₃ClO₅
Molecular Weight:448.987
Hs Code.:

3-chloro-4,6-dihydroxy-2-methyl-5-<E,E-3-methyl-5-(6,7,8-trimethyl-1,4-dioxaspiro-<4.5>decane)-2,4-pentadienyl>benzaldehyde

Synonyms:

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Chemical Property of 3-chloro-4,6-dihydroxy-2-methyl-5-decane)-2,4-pentadienyl>benzaldehyde

Chemical Property:

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Technology Process of 3-chloro-4,6-dihydroxy-2-methyl-5-decane)-2,4-pentadienyl>benzaldehyde

There total 42 articles about 3-chloro-4,6-dihydroxy-2-methyl-5-decane)-2,4-pentadienyl>benzaldehyde 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:

: 6153-06-6,105-29-3
3-methylpent-2-en-4-yn-1-ol

: 91854-87-4,99529-53-0,109837-15-2
3-chloro-4,6-dihydroxy-2-methyl-5-decane)-2,4-pentadienyl>benzaldehyde

Guidance literature:: Multi-step reaction with 14 steps

1: p-TsOH_.H₂O / diethyl ether / 0 - 25 °C

3: 1.7 g / NaH / benzene / 2 h / 10 °C

4: 1.) LiNPr₂; 2.) HMPA / 1.) THF, -20 deg C, 20 min; 2.) -20 deg C, 1.5 h

5: 1.0 g / 2percent NaOH / H₂O / 4 h / Heating

6: 98.6 percent / acetic acid; tetrahydrofuran; H₂O / 3 h / 40 - 50 °C

7: 87.7 percent / pyridine / Ambient temperature

8: 86.3 percent / MeOH,anhydrous p-TsOH / benzene / 96 h / Ambient temperature

9: 64 percent / K₂CO₃ / methanol; H₂O / Ambient temperature

10: 1.) n-BuLi, p-TsCl; 2.) LiBr / 1.) n-hexane, ether, HMPA, 0 deg C, 20 min; 2.) n-hexane, ether, RT, overnight

12: 43.4 percent / CaCO₃, NCS / dimethylformamide; H₂O / Ambient temperature

13: 42.6 percent / DBU / tetrahydrofuran / 3 h / Heating

14: 1.) EtMgBr / 1.) ether, RT, 20 min; 2.) 100 deg C, 10 min

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; N-chloro-succinimide; n-butyllithium; ethylmagnesium bromide; lithium di-n-propylamide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; calcium carbonate; lithium bromide; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; diethyl ether; water; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)96890-5

Reference yield:

: 85785-71-3,91878-58-9,94346-66-4,94347-30-5,99529-47-2,99529-69-8
(+/-)-(2EZ,4E)-5-(1',2',6'-trimethyl-3'-oxocyclohexyl)-3-methyl-2,4-pentadien-1-ol

: 91854-87-4,99529-53-0,109837-15-2
3-Chloro-4,6-dihydroxy-2-methyl-5-[(2Z,4E)-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-penta-2,4-dienyl]-benzaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 87.7 percent / pyridine / Ambient temperature

2: 86.3 percent / MeOH,anhydrous p-TsOH / benzene / 96 h / Ambient temperature

3: 32 percent / K₂CO₃ / methanol; H₂O / Ambient temperature

4: 1.) n-BuLi, p-TsCl; 2.) LiBr / 1.) n-hexane, ether, HMPA, 0 deg C, 20 min; 2.) n-hexane, ether, RT, overnight

6: CaCO₃, NCS / dimethylformamide; H₂O / Ambient temperature

7: DBU / tetrahydrofuran / 3 h / Heating

8: 1.) EtMgBr / 1.) ether, RT, 20 min; 2.) 100 deg C, 10 min

With methanol; N-chloro-succinimide; n-butyllithium; ethylmagnesium bromide; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; calcium carbonate; lithium bromide; In tetrahydrofuran; pyridine; methanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)96890-5

Reference yield:

: 85785-73-5,91878-60-3,94346-68-6,94347-32-7,99529-49-4,99529-71-2
(+/-)-(2EZ,4E)-5-(3',3'-ethylenedioxy-1',2',6'-trimethylcyclohexyl)-3-methyl-2,4-pentadienyl acetate

: 91854-87-4,99529-53-0,109837-15-2
3-Chloro-4,6-dihydroxy-2-methyl-5-[(2Z,4E)-3-methyl-5-((6R,7R,8R)-6,7,8-trimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-penta-2,4-dienyl]-benzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 32 percent / K₂CO₃ / methanol; H₂O / Ambient temperature

2: 1.) n-BuLi, p-TsCl; 2.) LiBr / 1.) n-hexane, ether, HMPA, 0 deg C, 20 min; 2.) n-hexane, ether, RT, overnight

4: CaCO₃, NCS / dimethylformamide; H₂O / Ambient temperature

5: DBU / tetrahydrofuran / 3 h / Heating

6: 1.) EtMgBr / 1.) ether, RT, 20 min; 2.) 100 deg C, 10 min

With N-chloro-succinimide; n-butyllithium; ethylmagnesium bromide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; p-toluenesulfonyl chloride; calcium carbonate; lithium bromide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96890-5