5-bromo-2,3-dihydro-1H-inden-2-amine → (s)-5-Bromo-2,3-dihydro-1h-inden-2-amine

HRID 2357012Notes

Reaction equation

HRID 2357012 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([NH2:11])[CH2:5]2>CCCCCC.C(O)(C)C.C(N(CC)CC)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][C@H:6]([NH2:11])[CH2:5]2

Participants

3

Reactant 1

HCID 112987955-bromo-2,3-dihydro-1H-inden-2-amine

Product 1

HCID 46899973(s)-5-Bromo-2,3-dihydro-1h-inden-2-amine

Reagents, catalysts & solvents 1

HCID 18422956n-Hexane isopropanol triethylamineSolvent

Procedure

2.93 g of (S)-5-bromo-indan-2-ylamine were prepared as described for the (R)enantiomer starting from 12.5 of racemic 5-bromo-indan-2-ylamine and the corresponding (1R)-(−)-campher-sulfonic acid. The enantiomeric purity was checked via chiral HPLC on a DAICEL Chiralcel OJ column (4.6×250 mm) using n-hexane:isopropanol:triethylamine (90:10:0.1) as eluent: 99% (S)-1% (R).

Sources & evidence

ORD record
ord-2406805fe83d49889d6831700fd2e693
Source dataset
uspto-grants-2010_07
Patent number
US07759397B2

Reaction notes

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