Sodium cyanoborohydride → HCID 68707780、化合物

HRID 29423ノート

反応式

HRID 29423 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 68707780HCID 68707780、化合物収率 17.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3ccab5dda0064efeb0c9488a3a493164
出典データセット
uspto-grants-2008_09
特許番号
US07420001B2

反応ノート

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