Dimethylamine → HCID 53321083, compound

HRID 333254Notes

Reaction equation

HRID 333254 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([C:17](O)=O)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.[CH3:20][NH:21][CH3:22]>>[CH3:20][N:21]([CH3:22])[CH2:17][C:11]1([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 68674925HCID 68674925, compound

Product 1

HCID 53321083HCID 53321083, compoundYield 11%

Procedure

The title compound was synthesized from 1-(naphthalen-2-yl)cyclohexane-carboxylic acid and dimethyl amine using General Procedure G, followed by General Procedure E and was obtained in 11% yield as a clear oil. LCMS Rt=6.47 min, m/z=268 (M+1). 1H NMR (CDCl3, δ): 7.80 (m, 4H), 7.55 (dd, J=1.7, 8.6 Hz, 1H), 7.45 (m, 2H), 2.2 (m, 2H), 1.97 (s, 6H), 1.8-1.3 (m, 8H). 13C NMR (CDCl3, δ, mult): 133.4, 131.6, 127.9, 127.4, 127.2, 126.2, 126.1, 125.8, 125.5, 125.1, 72.6, 56.6, 48.4, 34.3, 26.6, 22.3.

Workup

  1. customwas obtained in 11% yield as a clear oil

Sources & evidence

ORD record
ord-57cb8285ebb143f2b406c6b5edfb82a6
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

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