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

HRID 39026ノート

反応式

HRID 39026 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-c63928e4aaab43de9b674b43cc9765ef
出典データセット
uspto-grants-2013_09
特許番号
US08524766B2

反応ノート

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