4-[(4-Iodophenyl)carbonyl]morpholine → HCID 23042177, compound

HRID 2166170Notes

Reaction equation

HRID 2166170 reaction equation
I[C:2]1[CH:15]=[CH:14][C:5]([C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[CH2:16]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:17]#[CH:18]>>[C:28]1([CH2:27][NH:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][O:19][CH2:16][C:17]#[C:18][C:2]2[CH:15]=[CH:14][C:5]([C:6]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)=[O:7])=[CH:4][CH:3]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 7726344-[(4-Iodophenyl)carbonyl]morpholineHCID 19101838N-Benzyl-6-[(prop-2-yn-1-yl)oxy]hexan-1-amine

Product 1

HCID 23042177HCID 23042177, compoundYield 40.4%

Procedure

4-(4-Iodobenzoyl)morpholine (4.0 g) and N-[6-[(2-propynyl)oxy]- hexyl]benzenemethanamine (3.09 g) were reacted according to the method of Intermediate 31. FCC purification eluting with ethyl acetate-triethylamine (100:1) gave the title compound as a yellow oil (2.21 g), t.l.c. (Ethyl acetate-triethylamine 100:1) Rf 0.2.

Workup

  1. customFCC purification
  2. washeluting with ethyl acetate-triethylamine (100:1)

Sources & evidence

ORD record
ord-00ca5d8cbc4844138b74b222453a0364
Source dataset
uspto-grants-1990_07
Patent number
US04943591

Reaction notes

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