Water → 6-Amino-7-bromoindan-1-ol

HRID 1947773Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1947773
[NH2:1][C:2]1[C:10]([Br:11])=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:12])=[CH:4][CH:3]=1.[BH4-].[Na+].O>O1CCCC1>[NH2:1][C:2]1[C:10]([Br:11])=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[OH:12])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 534220646-Amino-7-bromo-2,3-dihydro-1H-inden-1-one

Produkt 1

HCID 685011896-Amino-7-bromoindan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 6-amino-7-bromoindanone (2.4 g, 10.6 mmol) in tetrahydrofuran (150 ml) is treated with sodium borohydride (360 mg, 10.6 mmol) in portions, stirred for two hours, and treated dropwise with water. Tetrahydrofuran is evaporated and the residue is dissolved in ethyl acetate and washed with water. The separated organic layer is dried over sodium sulfate, filtered, and evaporated to give 6-amino-7-bromoindan-1-ol; GC/MS: 228/230 (M+1)+.

Aufarbeitung

  1. customTetrahydrofuran is evaporated
  2. dissolutionthe residue is dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materialThe separated organic layer is dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-a1c06b74b55b406b8107489264cbc82f
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399490B2

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