Trifluoroacetic acid → 3-Methyl-3,9-diazaspiro[5.5]undecane

HRID 548942

반응식

HRID 548942 반응식
C(O[C:6]([N:8]1[CH2:13][CH2:12][C:11]2([CH2:18][CH2:17][N:16](C)[CH2:15][CH2:14]2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[OH-].[Na+]>ClCCl>[CH3:6][N:8]1[CH2:13][CH2:12][C:11]2([CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH2:10][CH2:9]1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 58808179HCID 58808179, 화합물

생성물 1

HCID 218132933-Methyl-3,9-diazaspiro[5.5]undecane수율 78.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

9-Methyl-3,9-diaza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester (435 mg, 1.62 mmol) was dissolved in dichloromethane (11 mL) and cooled on ice. Trifluoroacetic acid (4 mL) in dichloromethane (5 mL) was added and the reaction mixture was stirred at room temperature for 2 h. Evaporation to dryness, co-evaporation with toluene, ethyl acetate and diethyl ether gave a foam which was dissolved in dichloromethane, and sodium hydroxide (2 N) was added. The aqueous phase was extracted five times with dichloromethane. The combined organic phase was washed with brine, dried (sodium sulfate), filtered and evaporated to give 214 mg (78%) of 3-methyl-3,9-diaza-spiro[5.5]undecane.

후처리

  1. temperaturecooled on ice
  2. customEvaporation to dryness, co-evaporation with toluene, ethyl acetate and diethyl ether
  3. customgave a foam which
  4. extractionThe aqueous phase was extracted five times with dichloromethane
  5. washThe combined organic phase was washed with brine
  6. dry with materialdried (sodium sulfate)
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-34833a95099246088d70e08d92898144
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943630B2

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