Methanol → Methyl 3-(2-hydroxyphenyl)prop-2-enoate

HRID 553257

反応式

HRID 553257 の反応式
[OH:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=[O:7].[CH3:13]O>S(=O)(=O)(O)O.C(OCC)(=O)C>[OH:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([O:8][CH3:13])=[O:7]

参加物

5

反応物 2

HCID 887MethanolHCID 119683-(2-Hydroxyphenyl)-2-propenoic acid

生成物 1

HCID 89400Methyl 3-(2-hydroxyphenyl)prop-2-enoate収率 91.4%

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a 250-mL round bottom flask were added, in turn, 5.57 g (33.9 mmol) of 2-hydroxycinnamic acid, 80 mL of methanol, and 6 drops of concentrated sulfuric acid. The resulting clear solution was heated to reflux for 6 hours and then allowed to cool to room temperature. The solvent was removed in vacuo to give a sticky white solid. The solid was dissolved in 80 mL of ethyl acetate, and washed with: 3 40-mL portions of 10% aqueous sodium bicarbonate; 1 40-mL portion of water; and 2 25 mL portions of brine. The organic layer was concentrated in vacuo to give 5.51 g (91.4%) of methyl 2-hydroxycinnamate as a white solid.

後処理

  1. temperatureThe resulting clear solution was heated
  2. temperatureto reflux for 6 hours
  3. customThe solvent was removed in vacuo
  4. customto give a sticky white solid
  5. washwashed with: 3 40-mL portions of 10% aqueous sodium bicarbonate
  6. concentrationThe organic layer was concentrated in vacuo

出典と根拠

ORDレコード
ord-c6a8ccd4549b44c6b27a14923c0d4669
出典データセット
uspto-grants-2011_05
特許番号
US07951971B1

関連ノート

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