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Water → Methyl 6-[2-(2-diethylaminoethoxy)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate

HRID 2177810
ノート
印刷プレビュー

反応式

HRID 2177810 の反応式
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[C:7]([O:27][CH3:28])=[C:8]([C:13]([CH2:16][S:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[OH:26])(=[O:19])=[O:18])=[CH:14][CH:15]=2)[C:9]([O:11][CH3:12])=[O:10])=[CH:2]1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl.Br[CH2:37][CH2:38][N:39]([CH2:42][CH3:43])[CH2:40][CH3:41].O>CN(C=O)C.C(Cl)Cl>[CH2:38]([N:39]([CH2:42][CH3:43])[CH2:40][CH2:41][O:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[S:17]([CH2:16][C:13]1[C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([O:27][CH3:28])[C:6]([C:3]2[CH:4]=[CH:5][O:1][CH:2]=2)=[CH:15][CH:14]=1)(=[O:19])=[O:18])[CH3:37]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 124407792-Bromo-N,N-diethylethylamine hydrochlorideHCID 67107650Methyl 3-(furan-3-yl)-6-(2-hydroxybenzenesulphonylmethyl)-2-methoxybenzoate2 回

生成物 1

HCID 67107687Methyl 6-[2-(2-diethylaminoethoxy)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate収率 100%

試薬・触媒・溶媒

2
HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of methyl 3-(furan-3-yl)-6-(2-hydroxybenzenesulphonylmethyl)-2-methoxybenzoate (Intermediate 137, 0.081 g), cesium carbonate (0.144 g) and N-(2-bromoethyl)-N,N,-diethylamine hydrochloride (0.058 g) in DMF (5 ml) was stirred at room temperature. On completion of the reaction, water and DCM were added and the organic layer was separated, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica eluting with a mixture of methanol and DCM (1:19) to give methyl 6-[2-(2-diethylaminoethoxy)benzenesulphonylmethyl]-3-(furan-3-yl)-2-methoxybenzoate (0.101 g) as a colourless oil.

後処理

  1. additionwere added
  2. customthe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness
  6. customthe residue was purified by chromatography on silica eluting with a mixture of methanol and DCM (1:19)

出典と根拠

ORDレコード
ord-e710107173ff436f9abad00d23f1ad7d
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09067905B2

反応ノート

読み込み中…

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