2-(4-Methoxyphenyl)-1,1-dimethylethylamine → HCID 22640965, compound

HRID 2415328Notes

Reaction equation

HRID 2415328 reaction equation
[O:1]1[CH:3]([CH2:4][O:5][C:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]([Cl:16])=[CH:8][CH:7]=2)[CH2:2]1.[CH3:17][C:18]([NH2:29])([CH3:28])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1>>[ClH:16].[OH:1][CH:3]([CH2:4][O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([Cl:16])=[CH:8][CH:7]=1)[CH2:2][NH:29][C:18]([CH3:28])([CH3:17])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 918922-(4-Methoxyphenyl)-1,1-dimethylethylamineHCID 57435422-{[(4-Chloronaphthalen-1-yl)oxy]methyl}oxirane

Product 1

HCID 22640965HCID 22640965, compoundYield 43.4%

Procedure

Using the method of Example 5, supra, 1,2-epoxy-3-[4-chloro-(1-naphthoxy)]propane (469 mg, 2 mmol) and 1,1-dimethyl-2-(4-methoxyphenyl)ethylamine (120 mg, 0.67 mmol) yielded, after preparative TLC and RP-HPLC, 131 mg of the title compound as a white solid: GC/EI-MS, m/z (rel. int.) 414 (M+, 0.5), 398 (1), 292 (100), 121 (33), 71 (43).

Workup

  1. customyielded

Sources & evidence

ORD record
ord-0c953bf5af3148e0a0d451cae435cac9
Source dataset
uspto-grants-2004_11
Patent number
US06818660B2

Reaction notes

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