Benzonitrile → Benzamide, N-1-adamantyl-

HRID 992150

反応式

HRID 992150 の反応式
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH:11][N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2C1=O.C(#N)C1C=CC=CC=1.[O:31]=O.O=O>C(O)(=O)C>[C:16]([NH:12][C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2)(=[O:17])[C:15]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:14]=1.[C:1]12([OH:11])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[N+:12]([C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2)([O-:11])=[O:31].[C:16]([O:17][C:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2)(=[O:31])[CH3:15]

参加物

9

反応物 4

HCID 7505BenzonitrileHCID 9238Adamantane2 回HCID 10665N-HydroxyphthalimideHCID 131723558oxygen O2

生成物 4

HCID 29392Benzamide, N-1-adamantyl-収率 65%HCID 641521-Adamantanol収率 7%HCID 641651-Nitroadamantane収率 6%HCID 5199731-Adamantyl acetate収率 2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Into a flask, 1 mmole of adamantane, 0.1 mmole of N-hydroxyphthalimide, 6 ml of benzonitrile and 1 ml of acetic acid were added to mix and the flask was equipped with a gas bag (about 1L) of nitrogen monoxide NO. The mixture was reacted for 20 hours at 100° C. with stirring. The reaction products were analyzed by gas chromatography, and, as a result, the conversion of adamantane was 92%, and 1-benzoylaminoadamantane (yield 65%), 1-adamantanol (yield 7%), 1-nitroadamantane (yield 6%), 1-acetyloxyadamantane (yield 2%) and 2-adamantanone (yield 2%) were formed.

後処理

  1. additionto mix
  2. customThe mixture was reacted for 20 hours at 100° C.

出典と根拠

ORDレコード
ord-dbd02d744dfb40f88857f67c57f33a61
出典データセット
uspto-grants-2002_10
特許番号
US06468487B1

関連ノート

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