Boron tribromide → Ethyl 5-hydroxybenzofuran-2-carboxylate

HRID 493168

반응식

HRID 493168 반응식
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[CH:13][C:12]([O:15]C)=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2].B(Br)(Br)Br>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 5212832-Benzofurancarboxylic acid, 5-methoxy-, ethyl ester

생성물 1

HCID 22228632Ethyl 5-hydroxybenzofuran-2-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

The above prepared 5-methoxy-benzofuran-2-carboxylic acid ethyl ester (8.10 g, 36.8 mmol) was dissolved in 250 mL of CH2Cl2, cooled to 0° C., and treated with BBr3 (73.6 mL of 1M solution in CH2Cl2, 2 eq.). After 2 h, the reaction mixture was carefully poured onto crashed ice, twofold extracted with CH2Cl2, washed with brine, dried over magnesium sulfate, and evaporated to dryness. Ensuing flash chromatography (SiO2, hexane/AcOEt=8/2) delivered then 5.63 g of the title compound as off-white crystals.

후처리

  1. additionthe reaction mixture was carefully poured
  2. extractiontwofold extracted with CH2Cl2
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-fae4dd29020d4c56ba37b03c148f2d48
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534788B2

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