2-(2-Bromoethyl)naphthalene → 4-Benzamido-1-[2-(2-naphthyl)ethyl]piperidine

HRID 437220Notes

Reaction equation

HRID 437220 reaction equation
[C:1]1([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([NH:19][C:20](=[O:27])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:15][CH2:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.BrCCC1C=CC2C(=CC=CC=2)C=1>>[CH:10]1[C:5]2[C:4](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:3]=[CH:2][C:1]=1[CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH:16]([NH:19][C:20](=[O:27])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 2282702-(2-Bromoethyl)naphthaleneHCID 214306091-[2-(1-Naphthyl)ethyl]-4-benzamidopiperidine

Product 1

HCID 214306134-Benzamido-1-[2-(2-naphthyl)ethyl]piperidine

Procedure

Prepared in a similar manner to the compound of Example 12 but using 2-(2-bromoethyl)-naphthalene in place of the 1-isomer. The product (m.p. 190°-3° C.) was crystallised from isopropanol. (Found: C, 80.5; H, 7.5; N, 7.7. C24H26N2O requires C, 80.4; H, 7.3; N, 7.8%).

Workup

  1. customThe product (m.p. 190°-3° C.) was crystallised from isopropanol

Sources & evidence

ORD record
ord-a61a7bfa728043d9bd71c71d5d5c3b3a
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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