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

HRID 1882316노트

반응식

HRID 1882316 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-559f23ff748b4188a153ca4242680741
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318973B2

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