Sulfuric Acid → Ethyl (4-chlorophenyl)(hydroxy)acetate

HRID 1192369

反応式

HRID 1192369 の反応式
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]([OH:10])[C:7]([OH:9])=[O:8])=[CH:4][CH:3]=1.OS(O)(=O)=O.[C:18]1(C)C=CC=C[CH:19]=1>CCO>[CH2:18]([O:8][C:7](=[O:9])[CH:6]([C:5]1[CH:11]=[CH:12][C:2]([Cl:1])=[CH:3][CH:4]=1)[OH:10])[CH3:19]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 1140TolueneHCID 102994-Chloromandelic acid

生成物 1

HCID 12373588Ethyl (4-chlorophenyl)(hydroxy)acetate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 4-chloromandelic acid (12.3 g, 65.9 mmol) in toluene (50 mL), EtOH (16 mL), and concentrated H2SO4 (0.1 mL) was refluxed for 12 hours while removing water using a Dean-Stark trap. The mixture was concentrated in vacuo, diluted with DCM, and washed with dilute aqueous NaHCO3. The separated DCM layer was dried (MgSO4), filtered, and concentrated in vacuo to give (4-chlorophenyl)-hydroxy-acetic acid ethyl ester as a colorless oil (10.0 g) that crystallized upon standing.

後処理

  1. customwhile removing water using a Dean-Stark trap
  2. concentrationThe mixture was concentrated in vacuo
  3. additiondiluted with DCM
  4. washwashed with dilute aqueous NaHCO3
  5. dry with materialThe separated DCM layer was dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-99f0d12bafec4c3f8ceb948efc975416
出典データセット
uspto-grants-2014_03
特許番号
US08680114B2

関連ノート

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