(R)-beta-aminophenethyl alcohol → (S)-2-(4-Fluoro-phenyl)-piperidine

HRID 2068655Notes

Reaction equation

HRID 2068655 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][CH2:11][CH2:10][NH:9]2)=[CH:4][CH:3]=1.C1([C@H](CO)N)C=CC=CC=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]2[CH2:13][CH2:12][CH2:11][CH2:10][NH:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 2724025(R)-beta-aminophenethyl alcoholHCID 7048023AC1Ofb5V

Product 1

HCID 7022098(S)-2-(4-Fluoro-phenyl)-piperidine

Procedure

(S)-2-(4-Fluoro-phenyl)-piperidine (0.31 g) was prepared by analogous methods to those used in the preparation of (R)-2-(4-fluoro-phenyl)-piperidine but starting from (R)-(−)-2-phenylglycinol. LCMS m/z 180.12 [M+H]+ R.T.=1.75-2.1 min (Analytical Method 6), which was used in the synthesis of EE-50.

Workup

  1. customLCMS m/z 180.12 [M+H]+ R.T.=1.75-2.1 min (Analytical Method 6), which was used in the synthesis of EE-50

Sources & evidence

ORD record
ord-0e64eace875e4cbb9d99c650c4bf5460
Source dataset
uspto-grants-2012_10
Patent number
US08299063B2

Reaction notes

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