Sodium Sulfate → HCID 22381732、化合物

HRID 895773ノート

反応式

HRID 895773 の反応式
[CH2:1]1[C:12]2[C:11]3[C:6](=[C:7]([CH:13]=O)[CH:8]=[CH:9][CH:10]=3)[NH:5][C:4]=2[CH2:3][CH2:2]1.Cl.[NH2:16]O.[H-].[H-].[H-].[H-].[Li+].[Al+3].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1.N1C=CC=CC=1>[CH2:1]1[C:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[C:7]([CH2:13][NH2:16])[C:6]=3[NH:5][C:4]=2[CH2:3][CH2:2]1

参加物

7

反応物 4

HCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochlorideHCID 21226445Aluminium lithium hydrideHCID 22381746HCID 22381746、化合物

生成物 1

HCID 22381732HCID 22381732、化合物収率 58.2%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 1,2,3,4-tetrahydrocyclopenta[b]indole-5-carbaldehyde (578 mg, 3.12 mmol), hydroxylamine hydrochloride (238 mg, 3.42 mmol) and pyridine (3 mL) in THF (15 mL) was stirred at rt. After 5.5 h, the reaction mixture was cooled to 0-5° C. in an ice-bath before LAH power (474 mg, 12.5 mmol) was added portionwise. The reaction mixture was then warmed to rt overnight before a sat'd Na2SO4 solution (1 mL) was added dropwise to quench the excess reagent. After 30 min of stirring, solid Na2SO4 and Et2O (30 mL) were added. The suspension was filtered and concentrated in vacuo to give 338 mg (58%) of the title compound as a yellow solid.

後処理

  1. additionwas added portionwise
  2. additionwas added dropwise
  3. customto quench the excess reagent
  4. stirringAfter 30 min of stirring
  5. additionsolid Na2SO4 and Et2O (30 mL) were added
  6. filtrationThe suspension was filtered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-90cd5539ebfd455c87a5e11b094b8e50
出典データセット
uspto-grants-2005_07
特許番号
US06916922B2

反応ノート

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