Ammonium Chloride → HCID 86647903、化合物

HRID 707021ノート

反応式

HRID 707021 の反応式
[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].[CH3:17][Li].[NH4+].[Cl-]>O1CCCC1.CCOCC>[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][CH:9]1[CH2:10][CH2:11][C:12]([OH:15])([CH3:17])[CH2:13][CH2:14]1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 404240274-(Aminomethyl)cyclohexanone, N-BOC protectedHCID 178418348HCID 178418348、化合物

生成物 1

HCID 86647903HCID 86647903、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-13b474741b6b49c9b5f4191f2d9d8e68
出典データセット
uspto-grants-2015_11
特許番号
US09174982B2

反応ノート

読み込み中…