Dimethylamine → 3-Dimethylamino-1-{2-[4-(3-methoxyphenyl)butyl]phenoxy}-2-propanol

HRID 743195Notes

Reaction equation

HRID 743195 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=2[O:15][CH2:16][CH:17]2[CH2:19][O:18]2)[CH:6]=[CH:7][CH:8]=1.[CH3:24][NH:25][CH3:26]>O1CCCC1>[CH3:24][N:25]([CH3:26])[CH2:19][CH:17]([OH:18])[CH2:16][O:15][C:14]1[CH:20]=[CH:21][CH:22]=[CH:23][C:13]=1[CH2:12][CH2:11][CH2:10][CH2:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 106150302-{2-[4-(3-Methoxyphenyl)butyl]phenoxymethyl}oxirane

Product 1

HCID 107156063-Dimethylamino-1-{2-[4-(3-methoxyphenyl)butyl]phenoxy}-2-propanolYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following a procedure similar to that described in Example 1(b), a solution of 300 mg of 2-{2-[4-(3-methoxyphenyl) butyl]phenoxymethyl}oxirane [prepared as described in step (a) above] in tetrahydrofuran was reacted with 50% by volume aqueous dimethylamine. After purification as described in Example 1(b), 335 mg (yield 97%) of the title compound were obtained as a colorless oil.

Workup

  1. customAfter purification

Sources & evidence

ORD record
ord-d9b02d0171ce43caa9f42ed487a6cbb3
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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