Methanol → Methyl 4-chlorophenylacetate

HRID 82406

반응식

HRID 82406 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH3:12]O>OS(O)(=O)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 15880(4-Chlorophenyl)acetic acid

생성물 1

HCID 104196Methyl 4-chlorophenylacetate수율 92%

시약·촉매·용매 1

HCID 1118Sulfuric Acid촉매

실험 절차

A solution of 2-(4-chlorophenyl)acetic acid (20.0 g, 117 mmol) in dry methanol (235 mL) was treated with 5 drops of concentrated H2SO4 (cat.) at room temperature. The mixture was stirred overnight to completion and was concentrated in vacuo to about 40 mL. The concentrate was partitioned between an ether and half saturated NaHCO3 solution. The aqueous portion was back-extracted once with ether, and the organics were combined. The organic portion was washed with water, then brine, dried over MgSO4, and concentrated in vacuo. The material was placed under high vacuum for one hour to afford the pure methyl 2-(4-chlorophenyl)acetate as a pale yellow oil (19.8 g, 92%). 1H NMR (CDCl3, 400 MHz) δ 7.30 (d, J=8.4 Hz, 2H), 7.21 (d, J=8.4 Hz, 2H), 3.70 (s, 3H), 3.60 (2, 2H).

후처리

  1. concentrationwas concentrated in vacuo to about 40 mL
  2. customThe concentrate was partitioned between an ether and half saturated NaHCO3 solution
  3. extractionThe aqueous portion was back-extracted once with ether
  4. washThe organic portion was washed with water
  5. dry with materialbrine, dried over MgSO4
  6. concentrationconcentrated in vacuo
  7. waitThe material was placed under high vacuum for one hour

출처 및 근거

ORD 기록
ord-ab47ba45e4cd4ffdbfea4075d4713cef
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846681B2

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