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2-Hydroxyisobutyric acid → 1-Carboxy-1-methylethyl [2,3-dichloro-4-(6-ethyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetate

HRID 1732179
ノート
印刷プレビュー

反応式

HRID 1732179 の反応式
[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([C:14]2[CH:19]([CH2:20][CH3:21])[CH2:18][CH2:17][C:16](=[O:22])[CH:15]=2)[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].C(N1C=CN=C1)(N1C=CN=C1)=O.O[C:36]([CH3:41])([CH3:40])[C:37]([OH:39])=[O:38]>O1CCCC1>[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([C:14]2[CH:19]([CH2:20][CH3:21])[CH2:18][CH2:17][C:16](=[O:22])[CH:15]=2)[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([O:8][C:36]([C:37]([OH:39])=[O:38])([CH3:41])[CH3:40])=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 116712-Hydroxyisobutyric acidHCID 682631,1'-CarbonyldiimidazoleHCID 10759778[2,3-Dichloro-4-(6-ethyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetic acid

生成物 1

HCID 137491121-Carboxy-1-methylethyl [2,3-dichloro-4-(6-ethyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of [2,3-dichloro-4-(6-ethyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetic acid (2.06 g, 0.006 mole) under nitrogen in tetrahydrofuran (THF) (50 ml) was added 1,1'-carbonyldiimidazole (0.97 g, 0.006 mole). The solution was stirred for 1 hour then 2-hydroxy-2-methylpropanoic acid (0.62 g, 0.006 mole) in THF (25 ml) was added and stirring was continued overnight. The THF was evaporated in vacuo and the residue chromatographed on silica (300 g) eluting with CH2Cl2 -THF-AcOH (100:2:1). Evaporation of the pertinent fractions gave 1-carboxy-1-methylethyl [2,3-dichloro-4-(6-ethyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetate which melted at 167°-168° C.

後処理

  1. stirringstirring
  2. waitwas continued overnight
  3. customThe THF was evaporated in vacuo
  4. customthe residue chromatographed on silica (300 g)
  5. washeluting with CH2Cl2 -THF-AcOH (100:2:1)
  6. customEvaporation of the pertinent fractions

出典と根拠

ORDレコード
ord-663265e3647247ce906107a758741647
出典データセット
uspto-grants-1986_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04625047

反応ノート

読み込み中…

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