Hydrochloric Acid → 1-(2,6-Dihydroxyphenyl)-propan-1-one

HRID 843121ノート

反応式

HRID 843121 の反応式
COC[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11]COC)[C:6]=1[C:15](=[O:18])[CH2:16][CH3:17].Cl>CO.O1CCOCC1.C(OCC)(=O)C>[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([OH:11])[C:6]=1[C:15](=[O:18])[CH2:16][CH3:17]

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 22614991HCID 22614991、化合物

生成物 1

HCID 116223911-(2,6-Dihydroxyphenyl)-propan-1-one

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

To a solution of 1-(2,6-bis-methoxymethoxy-phenyl)-propan-1-one (770 mg) in methanol (12 ml) and 1,4-dioxane (12 ml) was added 4N-HCl (2 ml) at room temperature, then the mixture was heated to 50° C. and stirred for 2 hours. The mixture was diluted with ethyl acetate and washed with water (20 ml) and brine (20 ml). The separated organic layer was dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography developed by hexane-ethyl acetate. 1-(2,6-dihydroxyphenyl)-propan-1-one was obtained as a yellow solid (398 mg). EI-MS: m/z 178 (M+); 1H-NMR (CDCl3): δ 1.03-1.08 (2H, m), 1.29-1.35 (2H, m), 2.21-2.31 (1H, m), 6.41 (2H, d, J=8.3 Hz), 7.23 (1H, t, J=8.3 Hz) 9.24 (2H, brs).

後処理

  1. washwashed with water (20 ml) and brine (20 ml)
  2. dry with materialThe separated organic layer was dried over anhydrous magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-55a783d50a1e4261933027fb0022aeda
出典データセット
uspto-grants-2002_04
特許番号
US06376491B1

反応ノート

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