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

HRID 339835
ノート
印刷プレビュー

反応式

HRID 339835 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 3283
Diethyl Ether
溶媒
HCID 8028Tetrahydrofuran溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7ab3af89c4e24180bbd4dcb56a7c8fa5
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08895547B2

反応ノート

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