Hydrochloric Acid → 4-Bromo-2,3-dihydro-1H-inden-1-ol

HRID 234078

Reaktionsgleichung

Reaktionsgleichung von HRID 234078
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:11].[BH4-].[Na+].Cl>C(O)C.O1CCCC1>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][CH:6]2[OH:11]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 987131-Indanone, 4-bromo-HCID 4311764Sodium borohydride

Produkt 1

HCID 133302084-Bromo-2,3-dihydro-1H-inden-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-bromo-1-indanone (1.0 g) in a mixture of ethanol (6 ml) and tetrahydrofuran (3 ml) was added sodium borohydride (0.09 g) at an ice temperature. The reaction mixture was stirred at the same temperature overnight and poured into dilute hydrochloric acid, and the aqueous layer was saturated with saline and extracted with ether. The organic layer was washed with a saturated aqueous saline, dried over sodium sulfate, and the solvent was removed by distillation under reduced pressure. The residual concentrate (1.02 g) thus obtained was used for the next reaction without further purification.

Aufarbeitung

  1. extractionextracted with ether
  2. washThe organic layer was washed with a saturated aqueous saline
  3. dry with materialdried over sodium sulfate
  4. customthe solvent was removed by distillation under reduced pressure
  5. concentrationThe residual concentrate (1.02 g)
  6. customthus obtained
  7. customwas used for the next reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-01f71f65fdf84ea39e9ca101f8c5f389
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05594081

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