Sodium Hydroxide → 4-Cyclopropyl-2-ethyl-5-iodobenzoic acid

HRID 541370노트

반응식

HRID 541370 반응식
[CH:1]1([C:4]2[C:13]([I:14])=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[C:6]([CH2:15][CH3:16])[CH:5]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>CO>[CH:1]1([C:4]2[C:13]([I:14])=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH2:15][CH3:16])[CH:5]=2)[CH2:2][CH2:3]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 68288857Methyl 4-cyclopropyl-2-ethyl-5-iodobenzoate2회

생성물 1

HCID 682889274-Cyclopropyl-2-ethyl-5-iodobenzoic acid수율 92%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

To a solution of methyl 4-cyclopropyl-2-ethyl-5-iodobenzoate (compound 226.4, 2.50 g, 7.57 mmol, 1.00 equiv) in methanol (40 mL) was added aqueous sodium hydroxide (3.10 g, 77.5 mmol, 10.0 equiv, in 10 mL water). The resulting mixture was stirred for 15 h at 60° C. in an oil bath. After cooling to ambient temperature, the organic solvent was removed under reduced pressure and pH of the remaining aqueous layer was adjusted to 4 with hydrogen chloride (aq, 1 M). The solids were collected by filtration and dried in an oven under reduced pressure to yield 2.20 g (92%) of 4-cyclopropyl-2-ethyl-5-iodobenzoic acid as a white solid.

후처리

  1. temperatureAfter cooling to ambient temperature
  2. customthe organic solvent was removed under reduced pressure and pH of the remaining aqueous layer
  3. filtrationThe solids were collected by filtration
  4. customdried in an oven under reduced pressure

출처 및 근거

ORD 기록
ord-0e2b08c945114a4f9d74168d5d0673df
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871790B2

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