Methyl 2-(4-(2-oxopropyl)phenoxy)acetate → N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-fluorophenyl) ethanamine

HRID 1758984Notes

Reaction equation

HRID 1758984 reaction equation
[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14](=O)[CH3:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2].[OH:17][CH:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[F:27])[CH2:19][NH2:20]>>[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([NH:20][CH2:19][CH:18]([OH:17])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[F:27])[CH3:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 13851156Methyl 2-(4-(2-oxopropyl)phenoxy)acetateHCID 150671762-Amino-1-(2-fluorophenyl)ethan-1-ol

Product 1

HCID 54369821N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-fluorophenyl) ethanamine

Procedure

The compound was prepared as in Example 5 from 1-(4-carbomethoxymethoxyphenyl) propan-2-one (2.22 g) and 2-hydroxy-2-(2-fluorophenyl) ethanamine (1.55 g), and crystallised from hexane m.p. 60°-80° as a 55:45 mixture of diastereoisomers.

Workup

  1. customcrystallised from hexane m.p. 60°-80° as a 55:45 mixture of diastereoisomers

Sources & evidence

ORD record
ord-e79f7922604f465eb86363231a5c5c3a
Source dataset
uspto-grants-1982_07
Patent number
US04338333

Reaction notes

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