Sodium cyanoborohydride → HCID 68707780, 화합물

HRID 29423노트

반응식

HRID 29423 반응식
[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][C:15]([CH:18]=O)=[C:14]([OH:20])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([BH3-])#N.[Na+]>C1COCC1>[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([OH:20])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 5003444Sodium cyanoborohydrideHCID 865990315-Formyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

생성물 1

HCID 68707780HCID 68707780, 화합물수율 17.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 5-formyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester (430 mg, 1.56 mmol) was added 8 mL of THF, and sodium cyanoborohydride (117 mg, 1.87 mmol) was added in one portion. The solution was stirred at room temperature for 1 h and then placed in a 65° C. oil bath overnight. The solvent was removed under vacuum and water was added. The mixture was extracted with ethyl acetate. Removal of the solvent gave the crude product, which was purified by column chromatography to give 70 mg of 4-hydroxy-3,5-dimethyl-benzofuran-2-carboxylic acid tert-butyl ester as a white solid.

후처리

  1. additionwas added in one portion
  2. customplaced in a 65° C.
  3. customovernight
  4. customThe solvent was removed under vacuum and water
  5. additionwas added
  6. extractionThe mixture was extracted with ethyl acetate
  7. customRemoval of the solvent
  8. customgave the crude product, which
  9. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-3ccab5dda0064efeb0c9488a3a493164
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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