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Benzonitrile → Benzamide, N-1-adamantyl-

HRID 992150
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HRID 992150 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 7505BenzonitrileHCID 9238Adamantane2회HCID 10665N-HydroxyphthalimideHCID 131723558oxygen O2

생성물 4

HCID 29392Benzamide, N-1-adamantyl-수율 65%HCID 641521-Adamantanol수율 7%
HCID 64165
1-Nitroadamantane
수율 6%
HCID 5199731-Adamantyl acetate수율 2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-dbd02d744dfb40f88857f67c57f33a61
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06468487B1

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