Benzene → HCID 21832203, compound

HRID 1682700Notes

Reaction equation

HRID 1682700 reaction equation
N[CH2:2][CH:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)[OH:4].O=[C:16]([CH3:30])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:21][CH:20]=1.C1C=CC=CC=1.C([BH3-])#[N:38].[Na+]>CO>[CH3:29][O:28][C:26]([CH2:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][CH2:17][CH:16]([CH2:2][C:3]([NH2:38])([C:5]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=[CH:7][CH:6]=2)[OH:4])[CH3:30])=[CH:20][CH:21]=1)=[O:27]

Participants

6

Reactant 4

HCID 241BenzeneHCID 5003444Sodium cyanoborohydrideHCID 167681362-Amino-1-(naphthalen-1-yl)ethan-1-olHCID 21832178Methyl 4-(2-oxopropoxy)phenylacetate

Product 1

HCID 21832203HCID 21832203, compoundYield 30.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following a procedure similar to that described in Example 6, but using 3 g of 2-amino-1-(1-naphthyl)ethanol (prepared as described in Preparation 10), 3.87 g of methyl 4-(2-oxopropoxy)phenylacetate (prepared as described in Preparation 3), 60 ml of benzene, 50 ml of absolute methanol and 3 g of sodium cyanoborohydride, 1.9 g of the title compound were obtained having an Rf=0.35 (thin layer chromatography over silica gel, using ethyl acetate as the developing solvent).

Sources & evidence

ORD record
ord-5e96a6424e984ff3a54f0eed2d8b00da
Source dataset
uspto-grants-1997_06
Patent number
US05635534

Reaction notes

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