Water → (7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol

HRID 39026노트

반응식

HRID 39026 반응식
C([O:4][C:5]1[CH:10]=[C:9]([Br:11])[CH:8]=[C:7]([Cl:12])[C:6]=1[O:13][CH2:14][CH:15]1[CH2:17][O:16]1)(=O)C.[OH-].[K+].O>O1CCOCC1>[Br:11][C:9]1[CH:8]=[C:7]([Cl:12])[C:6]2[O:13][CH2:14][CH:15]([CH2:17][OH:16])[O:4][C:5]=2[CH:10]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 866529535-Bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate

생성물 1

HCID 66878380(7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol수율 8.9%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 5-bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate (4.4 g, 13.7 mmol) in dioxane (20 ml) was added KOH (10%, 40 ml) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. Water was added and the solution was extracted with EtOAc: The combined organic phases were washed with brine, dried (Na2SO4) and evaporated to dryness. Purification on flash column chromatography (isooctane/EtOAc) gave the title compound (0.34 g). MS m/z (rel. intensity, 70 eV) 280 (M+, bp), 278 (78), 224 (68), 222 (54), 57 (37).

후처리

  1. extractionthe solution was extracted with EtOAc
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated to dryness
  5. customPurification on flash column chromatography (isooctane/EtOAc)

출처 및 근거

ORD 기록
ord-c63928e4aaab43de9b674b43cc9765ef
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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