[1-(2,5-Dichlorophenyl)-cyclopentyl]-acetonitrile → (1-Naphthalen-2-yl-cyclopentyl)-acetonitrile

HRID 2169259Notes

Reaction equation

HRID 2169259 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1([CH2:16]OS(C)(=O)=O)[CH2:15][CH2:14][CH2:13][CH2:12]1.ClC1C=CC(Cl)=CC=1C1(C[C:36]#[N:37])CCCC1>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1([CH2:16][C:36]#[N:37])[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 86725897[1-(2,5-Dichlorophenyl)-cyclopentyl]-acetonitrileHCID 86725909Methanesulfonic acid 1-naphthalen-2-yl-cyclopentylmethyl ester

Product 1

HCID 86725910(1-Naphthalen-2-yl-cyclopentyl)-acetonitrileYield 72.67%

Procedure

(1-Naphthalen-2-yl-cyclopentyl)-acetonitrile (215) (9.0 g, 72.67%) was synthesized as a brown solid from methanesulfonic acid 1-naphthalen-2-yl-cyclopentylmethyl ester 214) (16.0 g, 52.63 mmol) following the procedure described for [1-(2,5-dichlorophenyl)-cyclopentyl]-acetonitrile (202).

Sources & evidence

ORD record
ord-eb1b27f9b85a40eeb64b9d1671e0c03d
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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