Chloride → 1-Phenyl-3-[3-(4-(dimethylamino)benzyloxy)phenyl]-2-propyne-1-one

HRID 1757511

반응식

HRID 1757511 반응식
[C:1]1([C:7]#[C:8][CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]1([C:23](=[O:32])C#CC2C=CC=CC=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(Cl)(=O)C(Cl)=O.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+:48]1[CH:53]=CC=C[CH:49]=1.[NH+]1C=CC=CC=1.[Mn]([O-])([O-])(=O)=O.[Ba+2].[Cl-]>C(Cl)Cl.C(N(CC)CC)C.CS(C)=O>[C:11]1([C:9](=[O:10])[C:8]#[C:7][C:1]2[CH:2]=[CH:3][CH:4]=[C:5]([O:32][CH2:23][C:17]3[CH:22]=[CH:21][C:20]([N:48]([CH3:53])[CH3:49])=[CH:19][CH:18]=3)[CH:6]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

10

반응물 6

HCID 312ChlorideHCID 65578Oxalyl chlorideHCID 976371,3-Diphenyl-2-propyn-1-one2회HCID 2966591,3-Diphenyl-2-propyn-1-ol2회HCID 2724130Cornforth reagentHCID 3084030Barium manganate

생성물 1

HCID 193882181-Phenyl-3-[3-(4-(dimethylamino)benzyloxy)phenyl]-2-propyne-1-one

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

In step b, the appropriate α-[(phenyl)ethynyl]-benzenemethanol compound of structure 6 can be oxidized to the corresponding 1-phenyl-3-phenyl-2-propyne-1-one compound of structure 5 by techniques and procedures well known and appreciated by one of ordinary skill in the art. For example, the appropriate α-[(phenyl)ethynyl]-benzenemethanol compound of structure 6 can be oxidized to the corresponding 1-phenyl-3-phenyl-2-propyne-1-one compound of structure 5 by means of either a Swern oxidation (dimethylsulfoxide, oxalyl chloride, and triethylamine), by means of pyridinium dichromate oxidation in a suitable aprotic solvent, such as methylene chloride or by means of barium manganate oxidation in a suitable aprotic solvent, such asmethylene chloride.

출처 및 근거

ORD 기록
ord-33804668c08843c799ea85a43fce2d24
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05446068

연결된 노트

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