Acetic Anhydride → (4-Acetoxymethyl-phenoxy)-acetic Acid Methyl Ester

HRID 2405183ノート

反応式

HRID 2405183 の反応式
[CH3:1][O:2][C:3](=[O:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][CH:7]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][O:13][C:15](=[O:17])[CH3:16])=[CH:8][CH:7]=1

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 690034Methyl 2-(4-hydroxymethylphenoxy)acetate

生成物 1

HCID 20717763(4-Acetoxymethyl-phenoxy)-acetic Acid Methyl Ester収率 61.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of (4-hydroxymethyl-phenoxy)-acetic acid methyl ester 69 (100 grams, 509 mmol), acetic anhydride (250 mL) and pyridine (20 mL) was refluxed for 4 hours. Reaction mixture was poured in to ice water (1000 mL) and crude 70 was extracted into chloroform, dried over Na2SO4, and distilled. The crude was vacuum distilled to give pure 70 (75 grams, 61.7%) as a light yellow syrup, Bp15 206-210° C. The structure was confirmed with NMR. IHNMR (CDCl3) δ 2.05 (s, 3H,O═C—CH3), 3.78(s, 3H,ester), 4.62(s, 2H,OCH2), 5.02 (s, 2H, CH2), 6.88 (d,2H,Ar), 7.33 (d, 2H,Ar).

後処理

  1. customReaction mixture
  2. extractionwas extracted into chloroform
  3. dry with materialdried over Na2SO4
  4. distillationdistilled
  5. distillationdistilled

出典と根拠

ORDレコード
ord-432821d5fb8e4b288e9b590e81a4d987
出典データセット
uspto-grants-2014_08
特許番号
US08802892B2

反応ノート

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