Methanol → Methyl 4-(4-iodophenyl)butanoate

HRID 968819

반응식

HRID 968819 반응식
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:19]O>>[I:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:19])=[O:12])=[CH:6][CH:7]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 46454274-(p-Iodophenyl)butyric acid

생성물 1

HCID 11403935Methyl 4-(4-iodophenyl)butanoate

실험 절차

To a solution of 4-(p-iodophenyl)-butyric acid (45.0 g, 0.155 mol) in methanol (1.3 L), was added sulfuric acid (concentrated, 8.4 mL) dropwise and it was stirred at room temperature under nitrogen for 3 hours. The reaction mixture was concentrated on a rota-vapor, the residue was then partitioned between ethyl acetate (700 mL) and saturated sodium bicarbonate aqueous solution (500 mL). The organic phase was separated, washed with brine (2×200 mL), then dried over Na2SO4 and filtered. Evaporation of solvent gave the titled compound as an oil that was used in step B without further purification.

후처리

  1. concentrationThe reaction mixture was concentrated on a rota-vapor
  2. customthe residue was then partitioned between ethyl acetate (700 mL) and saturated sodium bicarbonate aqueous solution (500 mL)
  3. customThe organic phase was separated
  4. washwashed with brine (2×200 mL)
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customEvaporation of solvent

출처 및 근거

ORD 기록
ord-ead1684ac2394d2d999f52d4ee7a9e11
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304062B2

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