Methanol → Methyl 2-(4-fluorophenyl)acetate

HRID 381868

反応式

HRID 381868 の反応式
S(=O)(=O)(O)O.[F:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1.[CH3:17]O>CCOCC.C(OCC)(=O)C>[F:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 98372-(4-Fluorophenyl)acetic acid

生成物 1

HCID 2733233Methyl 2-(4-fluorophenyl)acetate

試薬・触媒・溶媒 1

HCID 21584169Diethylether ethylacetate溶媒

実験手順

A catalytic amount (0.5 mL) of concentrated sulfuric acid was added to a solution of 4-fluorophenylacetic acid (30.8 g, 0.20 mol) in 500 mL of methanol. The solution was stirred at reflux for 4 hours. The volatile materials were removed under reduced pressure to furnish a colorless oil which was dissolved in ether/ethyl acetate and washed with 2 N aqueous Na2CO3, brine, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure to provide an oil which was dried overnight under high vacuum (yield: 33.6 g; 95%). 1H NMR (300 MHz, CDCl3) δ 3.59 (s, 2H), 3.65 (s, 3H), 7.01 (t, J=9 Hz, 2H), 7.20-7.28 (m, 2H). MS (DCI/NH3) m/z 186 (M+NH4)+.

後処理

  1. temperatureat reflux for 4 hours
  2. customThe volatile materials were removed under reduced pressure
  3. customto furnish a colorless oil which
  4. washwashed with 2 N aqueous Na2CO3, brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. customto provide an oil which
  9. customwas dried overnight under high vacuum (yield: 33.6 g; 95%)

出典と根拠

ORDレコード
ord-6feb91dac7f34909bb374af84cd94bf1
出典データセット
uspto-grants-2001_10
特許番号
US06307047B1

関連ノート

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