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p-Toluenesulfonic acid → HCID 18663628, 화합물

HRID 1956564
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인쇄 미리보기

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HRID 1956564 반응식
Br[CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[CH:4]=1.[CH3:18][NH:19][CH2:20][CH2:21][CH3:22].[S:23]([C:27]1[CH:33]=[CH:32][C:30]([CH3:31])=[CH:29][CH:28]=1)([O-:26])(=[O:25])=[O:24].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(OCC)(=O)C>[S:23]([C:27]1[CH:33]=[CH:32][C:30]([CH3:31])=[CH:29][CH:28]=1)([OH:26])(=[O:25])=[O:24].[CH:17]1[C:5]2[CH:4]=[C:3]([CH2:2][N:19]([CH3:18])[CH2:20][CH2:21][CH3:22])[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[O:7][C:6]=2[CH:14]=[CH:15][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 12315N-MethylpropylamineHCID 85570p-ToluenesulfonateHCID 18663590HCID 18663590, 화합물

생성물 1

HCID 18663628HCID 18663628, 화합물수율 68%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Preparation analogous to Example 2 from 10-bromomethyl-dibenz[b,f]oxepine and N-methyl-N-propylamine. Tosylate prepared with 1 equivalent of p-toluenesulfonic acid in ethyl acetate, crystallised from dichloromethane/tert-butyl methyl ether. Yield: 68%; melting point: 179°-180° C.; 1H-NMR (CD3OD, 200 MHz): 0.97 (t, 3H); 1.78 (m, 2H); 2.36 (s, 3H); 2.85 (s, 3H); 3.15 (mbr, 2H); 4.50 (mbr, 2H); 7.17°-7.75 (m, ca. 13H); MS: 279 (M+, free base), 250, 207.

후처리

  1. customcrystallised from dichloromethane/tert-butyl methyl ether

출처 및 근거

ORD 기록
ord-6b81275d3124442f84bccb9d83e97130
출처 데이터셋
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05780500

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