1-Iodopropane → HCID 53666253, compound

HRID 2290110Notes

Reaction equation

C([CH:3]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]1([CH3:14])[CH3:13])C.I[CH2:16][CH2:17][CH3:18]>>[CH3:14][C:4]1([CH3:13])[CH2:3][CH:12]([CH2:16][CH2:17][CH3:18])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5]1

Participants

Reactant 2

HCID 336431-Iodopropane

HCID 10797723HCID 10797723, compound

Product 1

HCID 53666253HCID 53666253, compound

Procedure

This compound was prepared in a manner similar to that described for (R/S)-3-ethyl-1,2,3,4-tetrahydro-2,2-dimethylquinoline (EXAMPLE 348) but using iodopropane in place of iodoethane. (R/S)-1,2,3,4-Tetrahydro-2,2-dimethyl-4-propylquinoline was obtained in 16% overall yield as a colorless oil. Data for (R/S)-1,2,3,4-tetrahydro-2,2-dimethyl-4-propylquinoline: 1H NMR (400 MHz, CDCl3) 6.98 (d, J=7.4, 1H), 6.96 (t, J=7.4, 1H), 6.61 (t, J=7.4, 1H), 6.45 (d, J=7.4, 1H), 3.60 (brs, 1H), 2.87 (dd, J=16.6, 5.2, 1H), 2.42 (dd, J=16.6, 10.7, 1H), 1.66-1.49 (m, 3H), 1.40-1.25 (m, 2H), 1.21 (s, 3H), 1.05 (s, 3H), 0.92 (t, J=7.1, 3H).

Workup

customThis compound was prepared in a manner similar to

Sources & evidence

ORD record: ord-d0a8873bb3eb4a92bf8d39af317b6f02
Source dataset: uspto-grants-2000_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06093821

Reaction notes

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