Diethyl Ether → HCID 11547748, compound

HRID 908945Notes

Reaction equation

HRID 908945 reaction equation
[CH3:1][N:2]([CH3:34])[C:3]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)=[O:11])[CH2:5][CH2:4]1.[Cl:35][Si](C)(C)C.CCOCC>CC(CC)=O>[ClH:35].[CH3:34][N:2]([CH3:1])[C:3]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:4][CH2:5][C:6](=[CH:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)=[O:11])[CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6397ChlorotrimethylsilaneHCID 11547749HCID 11547749, compound

Product 1

HCID 11547748HCID 11547748, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-(4-Dimethylamino-4-phenylcyclohexylidene)-N-[6-(1H-indol-3-yl)hexyl]acetamide (78 mg, 0.17 mmol) was dissolved in ethyl methyl ketone (5 ml), and chlorotrimethylsilane (0.033 mol, 0.26 mmol) was added. After 1 h ether (10 ml) was added, and after 10 min the hydrochloride was isolated as a colourless solid with an m.p. of 160-164° C. in a yield of 87% (73 mg).

Sources & evidence

ORD record
ord-e8b2c93a270b4a3c8b7ec34d0e9fea3e
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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