1-Octanol → HCID 67917358、化合物

HRID 1886332ノート

反応式

HRID 1886332 の反応式
S(Cl)([Cl:3])=O.[CH2:5]([OH:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH:14]12[CH2:21][CH2:20][CH:17]([CH2:18][CH2:19]1)[C@@H:16]([C:22](O)=[O:23])[NH:15]2.CCOCC>O.CCOCC>[ClH:3].[CH2:5]([O:13][C:22]([C@@H:16]1[CH:17]2[CH2:20][CH2:21][CH:14]([CH2:19][CH2:18]2)[NH:15]1)=[O:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

参加物

6

反応物 4

HCID 9571-OctanolHCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 10866570(3S)-2-Azabicyclo[2.2.2]octane-3-carboxylic acid

生成物 1

HCID 67917358HCID 67917358、化合物収率 81%

試薬・触媒・溶媒 1

HCID 21584184Diethylether water溶媒

反応条件

温度
0 °C

実験手順

9.6 ml of thionyl chloride are added dropwise into a 250 ml round-bottomed flask containing 60 ml of n-octanol cooled to 0° C. After stirring for 10 min at 0° C., 18.6 g of (3S)-2-azabicyclo[2.2.2]octane-3-carboxylic acid (described in Patent FR 2,585,709) are added slowly. The reaction mixture is left stirring overnight at room temperature, then heated for 6 hours at 80° C. and again left overnight at room temperature. After adding 100 ml of anhydrous ether and filtering off the unreacted hydrochloride, the filtrate is condensed and then taken up with a water/ether mixture (50:50). The expected product is obtained after concentration of the aqueous phase and then drying under vacuum.

後処理

  1. waitThe reaction mixture is left
  2. stirringstirring overnight at room temperature
  3. temperatureheated for 6 hours at 80° C. and again left overnight at room temperature
  4. filtrationfiltering off the unreacted hydrochloride
  5. customcondensed

出典と根拠

ORDレコード
ord-f431ab1817e84c61a7bd674e6802d370
出典データセット
uspto-grants-1992_09
特許番号
US05151432

反応ノート

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