Methyl 3-formylbenzoate → HCID 70013616, compound

HRID 1369057Notes

Reaction equation

HRID 1369057 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:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH:26]=O)([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][CH:28]=[C:25]([CH2:26][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:24]=1

Participants

4

Reactant 2

HCID 639145Methyl 3-formylbenzoateHCID 18517958HCID 18517958, compound

Product 1

HCID 70013616HCID 70013616, compoundYield 28%

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 3-carbomethoxybenzaldehyde. The trans isomer was isolated as an oil in 28% 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 28% yield

Sources & evidence

ORD record
ord-af58c4f070a84130a30704267a0e8dba
Source dataset
uspto-grants-2003_06
Patent number
US06576632B1

Reaction notes

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