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Iodoethane → 2-(4-Chloro-2-[1,3]dioxolan-2-yl-phenoxy)-2-ethyl-butyric acid methyl ester

HRID 658911
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HRID 658911 반응식
C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[CH3:11][O:12][C:13](=[O:30])[CH:14]([O:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1[CH:25]1[O:29][CH2:28][CH2:27][O:26]1)[CH2:15][CH3:16].I[CH2:32][CH3:33]>C1COCC1.C(OCC)(=O)C>[CH3:11][O:12][C:13](=[O:30])[C:14]([O:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1[CH:25]1[O:29][CH2:28][CH2:27][O:26]1)([CH2:32][CH3:33])[CH2:15][CH3:16]
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참가 물질

6

반응물 3

HCID 6340IodoethaneHCID 2733832Lithium hexamethyldisilazaneHCID 594280712-(4-Chloro-2-[1,3]dioxolan-2-yl-phenoxy)-butyric acid methyl ester

생성물 1

HCID 594280672-(4-Chloro-2-[1,3]dioxolan-2-yl-phenoxy)-2-ethyl-butyric acid methyl ester수율 97.3%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매
HCID 8857
Ethyl Acetate
용매

실험 절차

Lithium bis(trimethylsilyl)amide (60 mL, 60 mmol, 1 M in THF) was slowly added to a solution of 2-(4-chloro-2-[1,3]dioxolan-2-yl-phenoxy)-butyric acid methyl ester (15 g, 50 mmol) in anhydrous THF (150 mL) at −78° C. After the mixture was stirred for 15 min, iodoethane (9.3 g, 60 mmol) was added. The mixture was allowed to warm to room temperature and stirred for 2 h. Then the mixture was diluted with ethyl acetate, washed with a saturated aqueous solution of NH4Cl, dried over anhydrous Na2SO4 and concentrated to give the crude product as a oil (16 g).

후처리

  1. stirringstirred for 2 h
  2. washwashed with a saturated aqueous solution of NH4Cl
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c66e26e1419f400894ccecd38616d89d
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08076482B2

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