Methyl 4-Formylbenzoate → HCID 70013921, compound

HRID 1369056Notes

Reaction equation

HRID 1369056 reaction equation
[NH2:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH:3]1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:19]([C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1)([O:21][CH3:22])=[O:20]>C(OCC)(=O)C.CCCCCC>[CH3:22][O:21][C:19](=[O:20])[C:23]1[CH:30]=[CH:29][C:26]([CH2:27][NH:1][C@@H:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:5][CH2:4][C@H:3]2[CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 15294Methyl 4-FormylbenzoateHCID 18517958HCID 18517958, compound

Product 1

HCID 70013921HCID 70013921, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

In a procedure similar to preparation C, the title compound was prepared from 1-amino-2-benzyltetralin and 4-carbomethoxybenzaldehyde. The trans isomer was isolated as an oil in 20% yield following chromatography on silica gel with ethyl acetate/hexane.

Workup

  1. customIn a procedure similar to preparation C
  2. customThe trans isomer was isolated as an oil in 20% yield

Sources & evidence

ORD record
ord-f75b8f8217dd44bd84f0fdd6d38db0ed
Source dataset
uspto-grants-2003_06
Patent number
US06576632B1

Reaction notes

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