Isopropanol → HCID 54186782, compound

HRID 1720320Notes

Reaction equation

HRID 1720320 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[C:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[CH:14]=[CH:13][CH:12]=3)=[O:5])[CH3:2].[CH:27](O)(C)C>CC([O-])C.CC([O-])C.CC([O-])C.CC([O-])C.[Ti+4]>[CH:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[C:15]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[CH:14]=[CH:13][CH:12]=3)=[O:5])([CH3:27])[CH3:2]

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 54030875HCID 54030875, compound

Product 1

HCID 54186782HCID 54186782, compound

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Procedure

0.2 g (0.55 mmol) of 5-(2-chlorobenzyl)-β-carboline-3-carboxylic acid ethyl ester is refluxed for 4 hours with 0.16 g (0.57 mmol) of titaniumtetraisopropylate in 50 ml of isopropanol. The solution concentrated by evaporation to half, the isopropyl ester crystallizes out during cooling. Yield 164 mg (79% of theory), melting point 258°-260° C.

Workup

  1. concentrationThe solution concentrated by evaporation to half
  2. customthe isopropyl ester crystallizes out
  3. temperatureduring cooling

Sources & evidence

ORD record
ord-9610ecf5daa64878ba247fdd0e3726f4
Source dataset
uspto-grants-1996_04
Patent number
US05506234

Reaction notes

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