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Acetic Acid → N-(2,4-Dimethoxybenzyl)-1-(3-bromophenyl)-2-hydroxy-2-methylpropane-1-sulfonamide

HRID 339835
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HRID 339835 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][S:9]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:15]=2[O:22][CH3:23])(=[O:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.C[Li].[CH3:26][C:27]([CH3:29])=[O:28].C(O)(=O)C>C1COCC1.C(OCC)C.C(OCC)(=O)C>[CH3:23][O:22][C:15]1[CH:16]=[C:17]([O:20][CH3:21])[CH:18]=[CH:19][C:14]=1[CH2:13][NH:12][S:9]([CH:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)[C:27]([OH:28])([CH3:29])[CH3:26])(=[O:10])=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 176Acetic AcidHCID 180AcetoneHCID 68292274C-(3-Bromophenyl)-N-(2,4-dimethoxybenzyl)methanesulfonamideHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 68291617N-(2,4-Dimethoxybenzyl)-1-(3-bromophenyl)-2-hydroxy-2-methylpropane-1-sulfonamide

시약·촉매·용매 3

HCID 3283
Diethyl Ether
용매
HCID 8028Tetrahydrofuran용매
HCID 8857Ethyl Acetate용매

실험 절차

Under inert gas, 7.00 g of C-(3-bromophenyl)-N-(2,4-dimethoxybenzyl)methanesulfonamide were initially charged in 120 ml of THF, and then, at a temperature of −78° C., 25.14 ml of a 1.6 N methyllithium solution in diethyl ether were added dropwise and the mixture was stirred at constant temperature for 10 minutes. Subsequently, 7 ml of acetone were added. After stirring for 5 minutes, the reaction solution was admixed with 5 ml of acetic acid and stirred for a further 5 minutes, and 100 ml of ethyl acetate were added to the mixture, which was washed with 1×100 ml and 1×50 ml of a saturated aqueous sodium hydrogencarbonate solution and 2×50 ml of a saturated aqueous sodium chloride solution. The organic phase was dried over MgSO4 and concentrated by rotary evaporation. The residue (8.63 g) was used in the next reaction without further purification.

후처리

  1. stirringAfter stirring for 5 minutes
  2. stirringstirred for a further 5 minutes
  3. washwas washed with 1×100 ml and 1×50 ml of a saturated aqueous sodium hydrogencarbonate solution and 2×50 ml of a saturated aqueous sodium chloride solution
  4. dry with materialThe organic phase was dried over MgSO4
  5. concentrationconcentrated by rotary evaporation
  6. customThe residue (8.63 g) was used in the next reaction without further purification

출처 및 근거

ORD 기록
ord-7ab3af89c4e24180bbd4dcb56a7c8fa5
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08895547B2

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