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1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) → n-(Bis(4-methoxyphenyl)(phenyl)methyl)-4-ethynylbenzenesulfonamide

HRID 1803811
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HRID 1803811 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH2:12])(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[CH:2].[C:13](Cl)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([C:22]1[CH:29]=[CH:28][C:25]([O:26][CH3:27])=[CH:24][CH:23]=1)[C:14]1[CH:21]=[CH:20][C:17]([O:18][CH3:19])=[CH:16][CH:15]=1>C(Cl)Cl>[CH3:27][O:26][C:25]1[CH:24]=[CH:23][C:22]([C:13]([C:14]2[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[CH:20][CH:21]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[NH:12][S:9]([C:6]2[CH:5]=[CH:4][C:3]([C:1]#[CH:2])=[CH:8][CH:7]=2)(=[O:10])=[O:11])=[CH:29][CH:28]=1
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참가 물질

4

반응물 2

HCID 968311,1'-(Chlorophenylmethylene)bis(4-methoxybenzene)HCID 444572214-Ethynylbenzenesulfonamide

생성물 1

HCID 57689141n-(Bis(4-methoxyphenyl)(phenyl)methyl)-4-ethynylbenzenesulfonamide수율 99.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirring slurry of 4-ethynylbenzenesulfonamide (1.81 g, 10.0 mmol) and DMTr-Cl (4.07 g, 12.0 mmol) in DCM (100 mL) was added TEA (2.8 mL). The resulting solution was allowed to stir at room temperature for overnight. Silica gel (3 g) was added to the solution followed by rotary evaporation of solvent in vacuo. The sample was absorbed onto silica gel was then loaded onto a pre-equilibrated column (with 10% TEA in hexane). Flash chromatography using 0-30% EtOAc in hexane as the gradient eluents gave the product 5 as a yellow solid (4.8 g, 99%).

후처리

  1. additionSilica gel (3 g) was added to the solution
  2. customfollowed by rotary evaporation of solvent in vacuo
  3. customThe sample was absorbed onto silica gel

출처 및 근거

ORD 기록
ord-20a665bc08fd4213a2735cb39239f76a
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354092B2

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