Cyclohexylamine → ent-Kaur-16-en-19-oic acid

HRID 1367791ノート

反応式

HRID 1367791 の反応式
[CH3:1][C@:2]12[C@@H:11]3[CH2:12][CH2:13][C@@H:14]4[C:16]([CH2:18][C@@:10]3([CH2:15]4)[CH2:9][CH2:8][C@@H:7]1[C@@:6]([C:20]([OH:22])=[O:21])([CH3:19])[CH2:5][CH2:4][CH2:3]2)=[CH2:17].C(Cl)(C(Cl)=O)=O.[CH:29]1([NH2:35])[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>C(Cl)Cl.CN(C=O)C>[CH:29]1([NH-:35])[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1.[CH3:1][C@:2]12[C@@H:11]3[CH2:12][CH2:13][C@@H:14]4[C:16]([CH2:18][C@@:10]3([CH2:15]4)[CH2:9][CH2:8][C@@H:7]1[C@@:6]([C:20]([OH:22])=[O:21])([CH3:19])[CH2:5][CH2:4][CH2:3]2)=[CH2:17]

参加物

7

反応物 3

HCID 7965CyclohexylamineHCID 65578Oxalyl chlorideHCID 3034087ent-Kaur-16-en-19-oic acid

生成物 2

HCID 3034087ent-Kaur-16-en-19-oic acidHCID 19097440HCID 19097440、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

Kaurenoic acid can be dissolved in dry CH2Cl2 and treated with 10 equivalents of (COCl)2 followed by two drops of DMF. When the reaction stops bubbling, the CH2Cl2 solvent and (COCl)2 can be evaporated under vacuum and the reaction residue can be redissolved in dry benzene and then treated with 5 equivalents of cyclohexylamine to yield N-cyclohexylamide derivative of kaurenoic acid.

後処理

  1. customWhen the reaction stops bubbling
  2. customthe CH2Cl2 solvent and (COCl)2 can be evaporated under vacuum
  3. dissolutionthe reaction residue can be redissolved in dry benzene

出典と根拠

ORDレコード
ord-50fcb77e5d08421e9d08aac15ec2e905
出典データセット
uspto-grants-2011_02
特許番号
US07893299B2

反応ノート

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