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Triethylamine → t-Butyl 2-(2-bromo-4-((4-fluorophenylsulfonamido)methyl)phenoxy)acetate

HRID 68590
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HRID 68590 반응식
[NH2:1][CH2:2][C:3]1[CH:17]=[CH:16][C:6]([O:7][CH2:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[C:5]([Br:18])[CH:4]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1.CCN(CC)CC>C(Cl)Cl>[Br:18][C:5]1[CH:4]=[C:3]([CH2:2][NH:1][S:26]([C:23]2[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=2)(=[O:28])=[O:27])[CH:17]=[CH:16][C:6]=1[O:7][CH2:8][C:9]([O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 66868573t-Butyl 2-(4-(aminomethyl)-2-bromophenoxy)acetate

생성물 1

HCID 66869000t-Butyl 2-(2-bromo-4-((4-fluorophenylsulfonamido)methyl)phenoxy)acetate수율 48.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of t-butyl 2-(4-(aminomethyl)-2-bromophenoxy)acetate (6) (88 mg, 1 eq, 0.28 mmol) in DCM (15 mL) was added 4-fluoro-benzenesulfonyl chloride (65 mg, 0.33 mmol, 1.2 eq) and Et3N (56 mg, 0.56 mmol, 2 eq). The mixture was stirred at room temperature for 2 h, filtered, concentrated in vacuo and purified by preparative TLC to give 64 mg (48%) of t-butyl 2-(2-bromo-4-((4-fluorophenylsulfonamido)methyl)phenoxy)acetate (7).

후처리

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. custompurified by preparative TLC

출처 및 근거

ORD 기록
ord-35a47df492b94de7b5f59fd14b3367bd
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822467B2

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