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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
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HRID 1732179 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-663265e3647247ce906107a758741647
출처 데이터셋
uspto-grants-1986_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04625047

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