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Triethylamine → L-Valine, N-[2-chloro-4-(trifluoromethyl)phenyl]-

HRID 1413966
ノート
印刷プレビュー

反応式

HRID 1413966 の反応式
[CH2:1]([C:8]1[CH:12]=[CH:11][NH:10][C:9]=1[CH2:13][OH:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[NH:33][C@H:34]([C:38]([OH:40])=[O:39])[CH:35]([CH3:37])[CH3:36]>CCOCC>[Cl:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[NH:33][C@H:34]([C:38]([OH:40])=[O:39])[CH:35]([CH3:37])[CH3:36].[Cl:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[NH:33][CH:34]([CH:35]([CH3:37])[CH3:36])[C:38]([O:14][CH2:13][C:9]1[NH:10][CH:11]=[CH:12][C:8]=1[CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:39]
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 3

HCID 8471TriethylamineHCID 156536L-Valine, N-[2-chloro-4-(trifluoromethyl)phenyl]-HCID 543430813-Benzyl-1-pyrrolylmethanol

生成物 2

HCID 156536L-Valine, N-[2-chloro-4-(trifluoromethyl)phenyl]-HCID 202892863-Benzylpyrrolylmethyl 2-(2-chloro-4-trifluoromethylphenylamino)-3-methylbutanoate

試薬・触媒・溶媒 1

HCID 3283
Diethyl Ether
溶媒
2 回

実験手順

To a stirred solution of 3-benzylpyrrolylmethyl alcohol (0.99 mmol) and triethylamine (0.14 g, 1.38 mmol) in ether (about 15 ml), under nitrogen, is added by syringe a solution of the acid chloride of N-(2-chloro-4-trifluoromethylphenyl)valine (1.5 mmol) in ether. The mixture is stirred for 30 minutes and then quenched with saturated aqueous sodium bicarbonate. The ether phase is washed with aqueous sodium bicarbonate, water and brine and filtered through silica. Evaporation of solvent, followed by thin layer chromatography using a circular chromatography, eluting with 20% ether/hexane, gives the 3-benzylpyrrolylmethyl ester of N-(2-chloro-4-trifluoromethylphenyl)valine, [3-benzylpyrrolylmethyl 2-(2-chloro-4-trifluoromethylphenylamino)-3-methylbutanoate].

後処理

  1. customquenched with saturated aqueous sodium bicarbonate
  2. washThe ether phase is washed with aqueous sodium bicarbonate, water and brine
  3. filtrationfiltered through silica
  4. customEvaporation of solvent
  5. washeluting with 20% ether/hexane

出典と根拠

ORDレコード
ord-1155dafd247b4307ba46b67164b40bc9
出典データセット
uspto-grants-1981_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04252724

反応ノート

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