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Ammonium Chloride → (2H-[1,3]Dioxolo[4,5-b]pyridin-2-yl)methanol

HRID 1793306
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HRID 1793306 반응식
[O:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[O:3][CH:2]1[C:10](OC)=[O:11].[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH4+].[Cl-]>C1COCC1.O.C(OCC)(=O)C>[O:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[O:3][CH:2]1[CH2:10][OH:11]
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참가 물질

7

반응물 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 22020963HCID 22020963, 화합물

생성물 1

HCID 22020937(2H-[1,3]Dioxolo[4,5-b]pyridin-2-yl)methanol수율 43.2%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매
HCID 8857
Ethyl Acetate
용매

실험 절차

Reaction under a nitrogen atmosphere. A solution of intermediate (4) (0.042 mol) in THF (48 ml) was added dropwise to LiAlH4 (1 Min THF) (0.0466 mol) and cooled with an ice-water bath. The resulting reaction mixture was stirred for one hour at room temperature. The reaction mixture was treated carefully with a 10% NH4Cl solution and it was diluted with water and ethyl acetate. The reaction mixture was filtered over Celite and the filtrate was extracted. The separated organic layer was dried, filtered and the solvent was evaporated. The residue was washed with DCM, filtered off and dried, yielding 2.78 g of (±)-1,3-dioxolo[4,5-b]pyridine-2-methanol (intermediate 5).

후처리

  1. customReaction under a nitrogen atmosphere
  2. temperaturecooled with an ice-water bath
  3. customThe resulting reaction mixture
  4. filtrationThe reaction mixture was filtered over Celite
  5. extractionthe filtrate was extracted
  6. customThe separated organic layer was dried
  7. filtrationfiltered
  8. customthe solvent was evaporated
  9. washThe residue was washed with DCM
  10. filtrationfiltered off
  11. customdried

출처 및 근거

ORD 기록
ord-52bd9af9abde4dd88619b3dcdc6bb275
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07081453B2

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