Cyclohexane, (bromomethyl)- → HCID 131719530, compound

HRID 741567Notes

Reaction equation

HRID 741567 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][CH:14]2[CH2:23][CH2:22][N:21]3[CH:16]([CH2:17][CH2:18][CH2:19][CH2:20]3)[CH2:15]2)=[O:11])=[CH:2]1.[CH:24]1([CH2:30]Br)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH:24]1([CH2:30][N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]([C:10]([O:12][CH2:13][CH:14]3[CH2:23][CH2:22][N:21]4[CH:16]([CH2:17][CH2:18][CH2:19][CH2:20]4)[CH2:15]3)=[O:11])=[CH:2]2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Procedure

eq-Quinolizidin-2-ylmethyl indole-3-carboxylate (E9b) was alkylated with cyclohexylmethyl bromide using the method of Example 18. The product was chromatographed on silica gel eluting initially with ether, then with ethyl acetate, to afford a colourless oil, which crystallised from n-pentane to give the title compound (E29) as a white solid mp 98°-100° C.

Workup

  1. customThe product was chromatographed on silica gel eluting initially with ether
  2. customwith ethyl acetate, to afford a colourless oil, which
  3. customcrystallised from n-pentane

Sources & evidence

ORD record
ord-3061b805d53746fe9cd307299a55a4af
Source dataset
uspto-grants-1996_09
Patent number
US05552398

Reaction notes

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