4-Fluorobenzyl bromide → HCID 69413663, compound

HRID 917681Notes

Reaction equation

[ClH:1].CN(CC1CC(O)CCC1(C1C=CC=C(OC)C=1)O)C.FC1C=CC(CBr)=CC=1.[F:31][C:32]1[CH:66]=[CH:65][C:35]([CH2:36][O:37][C:38]2([C:57]3[CH:62]=[CH:61][CH:60]=[C:59]([O:63][CH3:64])[CH:58]=3)[CH2:43][CH2:42][CH:41]([O:44][CH2:45][C:46]3[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=3)[CH2:40][CH:39]2[CH2:53][N:54]([CH3:56])[CH3:55])=[CH:34][CH:33]=1>>[ClH:1].[F:31][C:32]1[CH:33]=[CH:34][C:35]([CH2:36][O:37][C:38]2([C:57]3[CH:62]=[CH:61][CH:60]=[C:59]([O:63][CH3:64])[CH:58]=3)[CH2:43][CH2:42][CH:41]([O:44][CH2:45][C:46]3[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=3)[CH2:40][CH:39]2[CH2:53][N:54]([CH3:55])[CH3:56])=[CH:65][CH:66]=1

Participants

Reactant 3

HCID 680214-Fluorobenzyl bromide

HCID 18980505HCID 18980505, compound

HCID 23105694HCID 23105694, compound

Product 1

HCID 69413663HCID 69413663, compound

Procedure

When reacting 2-dimethylaminomethyl-1-(3-methoxyphenyl)-cyclohexane-1,4-diol hydrochloride with 4-fluorobenzylbromide in accordance with AAV 7, (2,5-bis-(4-fluorobenzyloxy)-2-(3-methoxyphenyl)-cyclohexylmethyl]-dimethylamine was also obtained as a secondary product after chromatographic purification on silica gel, which was converted into the corresponding hydrochloride in the same way as in AAV 1.

Workup

customwas also obtained as a secondary product
customafter chromatographic purification on silica gel, which

Sources & evidence

ORD record: ord-08c5a73b2a674f609c52f22a7e990943
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07273952B2

Reaction notes

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