Benzene → 2-[2-(4-Methoxycarbonylphenoxy)-1-methylethyl]amino-1-(3-chlorophenyl)ethanol

HRID 1901188Notes

Reaction equation

HRID 1901188 reaction equation
[NH2:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[CH:6]=1)[OH:4].O=[C:13]([CH3:26])[CH2:14][O:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=1.C1C=CC=CC=1.[BH4-].[Na+]>CO>[CH3:23][O:22][C:20]([C:19]1[CH:24]=[CH:25][C:16]([O:15][CH2:14][CH:13]([NH:1][CH2:2][CH:3]([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[CH:6]=2)[OH:4])[CH3:26])=[CH:17][CH:18]=1)=[O:21]

Participants

6

Reactant 4

HCID 241BenzeneHCID 37516012-Amino-1-(3-chlorophenyl)ethan-1-olHCID 4311764Sodium borohydrideHCID 21832186Methyl 4-(2-oxopropoxy)benzoate

Product 1

HCID 218321732-[2-(4-Methoxycarbonylphenoxy)-1-methylethyl]amino-1-(3-chlorophenyl)ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A procedure similar to that described in Example 12 was repeated, except that 3.43 g of 2-amino-1-(3-chlorophenyl)ethanol (prepared as described in Preparation 8), 4.5 g of methyl 4-(2-oxopropoxy)benzoate (prepared as described in European Patent Publication No. 6735), 100 ml of benzene, 100 ml of absolute methanol and 2.7 g of sodium borohydride were used, to give the title compound as crystals, melting at 99°-101° C.

Sources & evidence

ORD record
ord-e790249af1de4ea4b344daf7e138c381
Source dataset
uspto-grants-1996_11
Patent number
US05576340

Reaction notes

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