3-(Trifluoromethyl)phenylglyoxal → HCID 20501352, compound

HRID 851503Notes

Reaction equation

HRID 851503 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([C:9]([CH:11]=O)=[O:10])[CH:6]=[CH:7][CH:8]=1.[C:15]([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][NH2:28])=[CH:21][CH:20]=1)([O:17][CH3:18])=[O:16]>>[C:15]([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][NH:28][CH2:11][CH:9]([OH:10])[C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:13])[F:14])[CH:4]=2)=[CH:21][CH:20]=1)([O:17][CH3:18])=[O:16]

Participants

3

Reactant 2

HCID 27832843-(Trifluoromethyl)phenylglyoxalHCID 14218712Methyl 4-(3-aminopropyl)benzoate

Product 1

HCID 20501352HCID 20501352, compound

Procedure

The title compound was prepared as in Example 1a from 3-trifluoromethylphenylglyoxal (1.99 g) and 3-(4-carbomethoxyphenyl) propylamine (1.9 g) and crystallised from hexane m.p. 86°-96°. τ(CDCl3) 7.9-8.35 (2H,m), 7.55 (2H, broad, replaceable by D2O), 7.0-7.5 (6H,m), 6.15 (3H,s), 5.3 (1H,m), 2.85 (2H,d,J=8 Hz), 2.3-2.6 (4H,m), 2.05 (2H,d,J=8 Hz).

Workup

  1. customcrystallised from hexane m.p. 86°-96°

Sources & evidence

ORD record
ord-9c886859a0e642c5bcc871932ba6dcd7
Source dataset
uspto-grants-1983_05
Patent number
US04385066

Reaction notes

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