(3,4-Dichlorophenoxy)acetic acid → HCID 22860078, compound

HRID 1720378Notes

Reaction equation

HRID 1720378 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[Cl:13])[O:5][CH2:6][C:7]([OH:9])=O.[CH3:14][NH:15][C@@H:16]1[CH2:21][CH2:20][CH2:19][CH2:18][C@H:17]1[CH:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][NH:23]1>>[ClH:1].[CH3:14][N:15]([C@@H:16]1[CH2:21][CH2:20][CH2:19][CH2:18][C@H:17]1[CH:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][NH:23]1)[C:7](=[O:9])[CH2:6][O:5][C:4]1[CH:10]=[CH:11][C:12]([Cl:13])=[C:2]([Cl:1])[CH:3]=1

Participants

3

Reactant 2

HCID 11495(3,4-Dichlorophenoxy)acetic acidHCID 22860080HCID 22860080, compound

Product 1

HCID 22860078HCID 22860078, compound

Procedure

The title compound was prepared according to the method described in Example 2, using 3,4-dichlorophenoxyacetic acid (2.14 g, 9.7 mmol) and (±)-trans-N-methyl-N-[2-(1,2,3,4-tetrahydroisoquinolinyl)cyclohexyl]amine prepared in Example 17 (2.25 g, 9.2 mmol). The crude product was recrystallised from hot methanol, to give the title compound which was slightly hygroscopic. Yield 3.19 g (72%). Carbon-13 NMR data in accord.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was recrystallised from hot methanol

Sources & evidence

ORD record
ord-df2bb9d0edf74ac1a777e9a1a5e1f376
Source dataset
uspto-grants-1996_04
Patent number
US05506257

Reaction notes

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