Water → 2-Chloro-4,5-bis-[(2-methoxyethoxy)-methoxy]-(1,2-epoxy)-styrol

HRID 1418785노트

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HRID 1418785 반응식
C([O:5]O)(C)(C)C.C1(C)C=CC=CC=1.[Cl:14][C:15]1[CH:22]=[C:21]([O:23][CH2:24][O:25][CH2:26][CH2:27][O:28][CH3:29])[C:20]([O:30][CH2:31][O:32][CH2:33][CH2:34][O:35][CH3:36])=[CH:19][C:16]=1[CH:17]=[CH2:18].O>C(Cl)Cl.C/C(/O)=C/C(C)=O.C/C(/O)=C/C(C)=O.O=[V]>[Cl:14][C:15]12[O:5][C:16]1([CH:19]=[C:20]([O:30][CH2:31][O:32][CH2:33][CH2:34][O:35][CH3:36])[C:21]([O:23][CH2:24][O:25][CH2:26][CH2:27][O:28][CH3:29])=[CH:22]2)[CH:17]=[CH2:18]

참가 물질

7

반응물 4

HCID 962WaterHCID 1140TolueneHCID 6410tert-Butyl hydroperoxideHCID 183591822-Chloro-4,5-bis-[(2-methoxyethoxy)-methoxy]-styrol

생성물 1

HCID 183591852-Chloro-4,5-bis-[(2-methoxyethoxy)-methoxy]-(1,2-epoxy)-styrol

시약·촉매·용매 2

HCID 5377696Vanadium, oxobis(2,4-pentanedionato-O,O')-, (SP-5-21)-촉매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

19 g of vanadylacetylacetonate in solution of 50 ml of methylene chloride were cooled to 0° C. and 3.5 ml of terbutyl hydroperoxide in a toluene solution (3 M/l) were added over 30 minutes. The mixture was stirred for 20 minutes at 0° C. and 2.63 g of the product of Stage D in solution in 10 ml of methylene chloride were added. The reaction mixture was stirred for 3 hours at ambient temperature and 30 ml of water were added. The organic phase was separated and the solvent was eliminated under reduced pressure. The residue was chromatographed on silica (eluant: methylene chloride--acetone 8-2) to obtain 21.8 g of the expected product with a Rf=0.35 (CH2Cl2 --acetone 8-2).

후처리

  1. stirringThe reaction mixture was stirred for 3 hours at ambient temperature
  2. customThe organic phase was separated
  3. customThe residue was chromatographed on silica (eluant: methylene chloride--acetone 8-2)

출처 및 근거

ORD 기록
ord-535436752e394683bd8234fd4a18dc11
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05883248

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