3'-Hydroxyphenylacetic acid → Ethyl (3-Hydroxyphenyl)acetate

HRID 73448

反応式

HRID 73448 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.O.[C:13]1(C)C=CC(S(O)(=O)=O)=C[CH:14]=1>C(O)C>[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH2:13][CH3:14])=[O:10])[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 121223'-Hydroxyphenylacetic acidHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 572437Ethyl (3-Hydroxyphenyl)acetate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The stirred solution of 2-(3-Hydroxyphenyl)acetic acid (25 g, 164.3 mmol) and p-Toluenesulfonic acid monohydrate (3.49 g, 18.3 mmol) in abs ethanol (250 ml) was refluxed for 4 hours or until all the starting material is consumed. The reaction mixture was concentrated, diluted with ethyl acetate and washed with 1M HCl. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1) to give the title compound.

後処理

  1. customis consumed
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with ethyl acetate
  4. washwashed with 1M HCl
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1)

出典と根拠

ORDレコード
ord-0a8d1957a73145be91ec799a107852c2
出典データセット
uspto-grants-2014_09
特許番号
US08829058B2

関連ノート

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