Sodium Sulfate → HCID 22381732, 화합물

HRID 895773노트

반응식

HRID 895773 반응식
[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

참가 물질

7

반응물 4

HCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochlorideHCID 21226445Aluminium lithium hydrideHCID 22381746HCID 22381746, 화합물

생성물 1

HCID 22381732HCID 22381732, 화합물수율 58.2%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-90cd5539ebfd455c87a5e11b094b8e50
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06916922B2

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