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

HRID 39001

反応式

HRID 39001 の反応式
C([O:4][C:5]1[CH:10]=[C:9]([Br:11])[CH:8]=[C:7]([F:12])[C:6]=1[O:13][CH2:14][CH:15]1[CH2:17][O:16]1)(=O)C.[OH-].[K+].O.[OH-].[K+].O>O1CCOCC1>[Br:11][C:9]1[CH:8]=[C:7]([F: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

6

反応物 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 23719240Potassium hydroxide monohydrateHCID 866529445-Bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl acetate

生成物 1

HCID 66878254(7-Bromo-5-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol収率 35%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

5-bromo-3-fluoro-2-(oxiran-2-ylmethoxy)phenyl acetate (2.6 g, 8.7 mmol) was stirred in dioxane at RT. Aqueous KOH (10%) was added until basic pH was reached (1:1 water/KOH (10%)). Water was added and the solution was extracted with EtOAc: The combined organic phases were washed with brine, dried and evaporated to dryness to give the title compound (0.8 g). MS m/z (rel. intensity, 70 eV) 263 (M+, 97), 262 (M+, bp), 218 (39), 207 (50), 206 (51).

後処理

  1. extractionthe solution was extracted with EtOAc
  2. washThe combined organic phases were washed with brine
  3. customdried
  4. customevaporated to dryness

出典と根拠

ORDレコード
ord-debd2a7d3a8e4bb0a2c4384046cb343e
出典データセット
uspto-grants-2013_09
特許番号
US08524766B2

関連ノート

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