Sodium borohydride → trans-2-Cyclopentylamino-1-hydroxyindane

HRID 68257Notes

Reaction equation

HRID 68257 reaction equation
[BH4-].[Na+].[CH:3]1([NH:8][CH:9]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]2=[O:18])[CH2:7][CH2:6][CH2:5][CH2:4]1>>[CH:3]1([NH:8][C@@H:9]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C@H:10]2[OH:18])[CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 673100732-Cyclopentylaminoindanone

Product 1

HCID 67310530trans-2-Cyclopentylamino-1-hydroxyindane

Procedure

0.5 g of sodium borohydride, divided into 4 portions, is added over a period of about 1 hour while stirring to the 2-cyclopentylaminoindanone obtained in step 1 in aqueous solution of pH 3 (about 20 ml). After further stirring at room temperature for about 3-4 hours, a white precipitate separates out. After filtration with suction and drying in air, it is stirred with n-heptane. 320 mg of trans-2-cyclopentylamino-1-hydroxyindane are obtained.

Workup

  1. additionis added over a period of about 1 hour
  2. filtrationAfter filtration with suction
  3. customdrying in air, it
  4. stirringis stirred with n-heptane

Sources & evidence

ORD record
ord-053dbd8476f942fc91fd82b00e53c0e6
Source dataset
uspto-grants-2014_09
Patent number
US08822449B2

Reaction notes

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