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Ethyl Acetate → Diethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonate

HRID 1697269
ノート
印刷プレビュー

反応式

HRID 1697269 の反応式
[CH2:1]([NH:8][C:9]([C:11]1[C:20]2[C:15](=[CH:16][C:17]([NH:21][S:22]([C:25]3[CH:30]=[C:29]([Cl:31])[CH:28]=[C:27]([Cl:32])[CH:26]=3)(=[O:24])=[O:23])=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:33]([O:35][P:36]([CH2:41]OS(C(F)(F)F)(=O)=O)([O:38][CH2:39][CH3:40])=[O:37])[CH3:34].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C)C=O>[CH2:1]([NH:8][C:9]([C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[CH:19]=[CH:18][C:17]([N:21]([CH2:41][P:36](=[O:37])([O:38][CH2:39][CH3:40])[O:35][CH2:33][CH3:34])[S:22]([C:25]1[CH:26]=[C:27]([Cl:32])[CH:28]=[C:29]([Cl:31])[CH:30]=1)(=[O:24])=[O:23])=[CH:16]2)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 11833487(Diethoxyphosphoryl)methyl trifluoromethanesulfonateHCID 595341116-(3,5-Dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide

生成物 1

HCID 59534062Diethyl {[(5-benzylaminocarbonyl-naphthalen-2-yl)-(3,5-dichloro-phenylsulphonyl)-amino]-methyl}-phosphonate

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 200 mg 6-(3,5-dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide, 180 mg diethylphosphonomethyltriflate (prepared analogously to Tetrahedron Letters 1986, 27, 1477) and 100 mg potassium carbonate in 4 ml N,N-dimethylformamide is stirred for three hours at ambient temperature. Then it is combined with ethyl acetate, washed with water and saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (40:60 to 0:100) as eluant.

後処理

  1. washwashed with water and saturated sodium chloride solution
  2. customdried on magnesium sulphate
  3. customevaporated down
  4. customThe flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (40:60 to 0:100) as eluant

出典と根拠

ORDレコード
ord-6b5cab20bbf840b58689520996118b3b
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163911B2

反応ノート

読み込み中…

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