Ammonium Chloride → HCID 86647903, 화합물

HRID 574929노트

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HRID 574929 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]([CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:4][CH2:3]1.[CH3:17][Li].[NH4+].[Cl-]>O1CCCC1.CCOCC>[OH:1][C:2]1([CH3:17])[CH2:3][CH2:4][CH:5]([CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:13])([CH3:15])[CH3:14])[CH2:6][CH2:7]1

참가 물질

6

반응물 3

HCID 25517Ammonium ChlorideHCID 404240274-(Aminomethyl)cyclohexanone, N-BOC protectedHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 86647903HCID 86647903, 화합물

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

To a vigorous stirring solution of tert-butyl (4-oxocyclohexyl)methylcarbamate (1.7 g) in tetrahydrofuran (40 mL) at −78° C. was dropwise added 1.6 M methyllithium (14.02 mL) in ether. After completion of the addition, the mixture was stirred at −78° C. for 1.2 hours and poured into a cold NH4Cl aqueous solution. The resulting mixture was extracted with dichloromethane (100 ml, three times) and the organic layer was dried over Na2SO4, filtered, and concentrated. The residue was dissolved in dichloromethane and loaded onto an Analogix purification system, and it was eluted with 0-50% ethyl acetate in dichloromethane to provide the title compound.

후처리

  1. customat −78° C.
  2. additionAfter completion of the addition
  3. extractionThe resulting mixture was extracted with dichloromethane (100 ml, three times)
  4. dry with materialthe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. dissolutionThe residue was dissolved in dichloromethane
  8. customloaded onto an Analogix purification system, and it
  9. washwas eluted with 0-50% ethyl acetate in dichloromethane

출처 및 근거

ORD 기록
ord-b94ac60756c443be84617d789bf698d8
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09034875B2

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