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CN(C)C1CCC2(CC1)OCCO2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N,N-dimethyl-1,4-dioxaspiro[4.5]decan-8-amine |
|---|---|
| IUPAC Name | — |
| CAS Number | 176661-76-0 |
| Database ID | 361167 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N,N-dimethyl-1,4-dioxaspiro[4.5]decan-8-amine (CAS 176661-76-0) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 361167
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-da7823f6aa034f9fba7b452ddcc9ad46Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Prepared from 1,4-dioxaspiro[4.5]decan-8-one and dimethylamine. Pale brown oil, Rf : 0.28 (silica gel; methylene chloroide/methanol/concentrated ammonia=9:1:0.1)
Source ID: ord-fe40f8fa4ab74118a3dd94fcac4bfd9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4.96 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone ethylene ketal were dissolved in 50 mL formic acid and the solution stirred at reflux for 18 hours. The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure to give 3.78 gm (100%) of the title compound. at reflux for 18 hours The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure
Source ID: ord-3e59ea4ef37c4843a7b851f41bcc0878Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5.0 gm (32 mMol) 1,4-cyclohexanedione mono-ethylene ketal and 10.80 gm (240 mMol) dimethylamine were added 2.0 mL acetic acid and the mixture was stirred at 0° C. for 1.5 hours. To this solution were then added 3.62 gm (58 mMol) sodium cyanoborohydride and the reaction stirred for an additional hour at ambient. The pH of the reaction mixture was adjusted to ~7 with 16 mL acetic acid and stirred 18 hours at ambient. The volatiles were removed under reduced pressure and the residue dissolved in cold 5% tartaric acid solution and then the aqueous phase was made basic with 5N sodium hydroxide. This aqueous phase was extracted well with dichloromethane. These organic extracts were combined and concentrated under reduced pressure to give 5.04 gm (85%) of the title compound as an oil. the reaction stirred for an additional hour at ambient stirred 18 hours at ambient The volatiles were removed under reduced pressure the residue dissolved in cold 5% tartaric acid solution This aqueous phase was extracted well with dichloromethane concentrated under reduced pressure
Source ID: ord-6dfb67eadeae4045b0c4481d0500b39cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4.96 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone ethylene ketal were dissolved in 50 mL formic acid and the solution stirred at reflux for 18 hours. The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure to give 3.78 gm (100%) of the title compound. at reflux for 18 hours The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure
Source ID: ord-774b443c54514209b2580b80eea71546Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5.0 gm (32 mMol) 1,4-cyclohexanedione mono-ethylene ketal and 10.80 gm (240 mMol) dimethylamine were added 2.0 mL acetic acid and the mixture was stirred at 0° C. for 1.5 hours. To this solution were then added 3.62 gm (58 mMol) sodium cyanoborohydride and the reaction stirred for an additional hour at ambient. The pH of the reaction mixture was adjusted to ~7 with 16 mL acetic acid and stirred 18 hours at ambient. The volatiles were removed under reduced pressure and the residue dissolved in cold 5% tartaric acid solution and then the aqueous phase was made basic with 5N sodium hydroxide. This aqueous phase was extracted well with dichloromethane. These organic extracts were combined and concentrated under reduced pressure to give 5.04 gm (85%) of the title compound as an oil. the reaction stirred for an additional hour at ambient stirred 18 hours at ambient The volatiles were removed under reduced pressure the residue dissolved in cold 5% tartaric acid solution This aqueous phase was extracted well with dichloromethane concentrated under reduced pressure
Source ID: ord-4ec3751709484579a51a64687cfe839bConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5.0 gm (32 mMol) 1,4-cyclohexanedione mono-ethylene ketal and 10.80 gm (240 mMol) dimethylamine were added 2.0 mL acetic acid and the mixture was stirred at 0° C. for 1.5 hours. To this solution were then added 3.62 gm (58 mMol) sodium cyanoborohydride and the reaction stirred for an additional hour at ambient. The pH of the reaction mixture was adjusted to ~7 with 16 mL acetic acid and stirred 18 hours at ambient. The volatiles were removed under reduced pressure and the residue dissolved in cold 5% tartaric acid solution and then the aqueous phase was made basic with 5N sodium hydroxide. This aqueous phase was extracted well with dichloromethane. These organic extracts were combined and concentrated under reduced pressure to give 5.04 gm (85%) of the title compound as an oil. the reaction stirred for an additional hour at ambient stirred 18 hours at ambient The volatiles were removed under reduced pressure the residue dissolved in cold 5% tartaric acid solution This aqueous phase was extracted well with dichloromethane concentrated under reduced pressure
Source ID: ord-4ec3751709484579a51a64687cfe839bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4.96 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone ethylene ketal were dissolved in 50 mL formic acid and the solution stirred at reflux for 18 hours. The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure to give 3.78 gm (100%) of the title compound. at reflux for 18 hours The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure
Source ID: ord-5bad05eba4214acb964fd70f2d31cd84Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4.96 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone ethylene ketal were dissolved in 50 mL formic acid and the solution stirred at reflux for 18 hours. The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure to give 3.78 gm (100%) of the title compound. at reflux for 18 hours The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure
Source ID: ord-5bad05eba4214acb964fd70f2d31cd84Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5.0 gm (32 mMol) 1,4-cyclohexanedione mono-ethylene ketal and 10.80 gm (240 mMol) dimethylamine were added 2.0 mL acetic acid and the mixture was stirred at 0° C. for 1.5 hours. To this solution were then added 3.62 gm (58 mMol) sodium cyanoborohydride and the reaction stirred for an additional hour at ambient. The pH of the reaction mixture was adjusted to ~7 with 16 mL acetic acid and stirred 18 hours at ambient. The volatiles were removed under reduced pressure and the residue dissolved in cold 5% tartaric acid solution and then the aqueous phase was made basic with 5N sodium hydroxide. This aqueous phase was extracted well with dichloromethane. These organic extracts were combined and concentrated under reduced pressure to give 5.04 gm (85%) of the title compound as an oil. the reaction stirred for an additional hour at ambient stirred 18 hours at ambient The volatiles were removed under reduced pressure the residue dissolved in cold 5% tartaric acid solution This aqueous phase was extracted well with dichloromethane concentrated under reduced pressure
Source ID: ord-99a4263f98fe412788f848472d4489f6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 4.96 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone ethylene ketal were dissolved in 50 mL formic acid and the solution stirred at reflux for 18 hours. The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure to give 3.78 gm (100%) of the title compound. at reflux for 18 hours The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure
Source ID: ord-f7c7ccac013f4efeb3012f46a9eb80b4Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5.0 gm (32 mMol) 1,4-cyclohexanedione mono-ethylene ketal and 10.80 gm (240 mMol) dimethylamine were added 2.0 mL acetic acid and the mixture was stirred at 0° C. for 1.5 hours. To this solution were then added 3.62 gm (58 mMol) sodium cyanoborohydride and the reaction stirred for an additional hour at ambient. The pH of the reaction mixture was adjusted to ~7 with 16 mL acetic acid and stirred 18 hours at ambient. The volatiles were removed under reduced pressure and the residue dissolved in cold 5% tartaric acid solution and then the aqueous phase was made basic with 5N sodium hydroxide. This aqueous phase was extracted well with dichloromethane. These organic extracts were combined and concentrated under reduced pressure to give 5.04 gm (85% of the title compound as an oil. the reaction stirred for an additional hour at ambient stirred 18 hours at ambient The volatiles were removed under reduced pressure the residue dissolved in cold 5% tartaric acid solution This aqueous phase was extracted well with dichloromethane concentrated under reduced pressure
Source ID: ord-4b13d108d70649cb966b25189316e3b6PubChem References
These sources are listed in the compound's public database record.
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