2-Hydroxy benzimidazole → 8-(2-Oxobenzimidazolin-1-yl)-caprylic acid methyl ester

HRID 355038Notes

Reaction equation

HRID 355038 reaction equation
[H-].[Na+].[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[NH:5][C:4]1=[O:12].[CH3:13][O:14][C:15](=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Br>CN(C=O)C>[CH3:13][O:14][C:15](=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[NH:5][C:4]1=[O:12]

Participants

5

Reactant 3

HCID 119852-Hydroxy benzimidazoleHCID 24758Sodium hydrideHCID 11107373Methyl 8-bromooctanoate

Product 1

HCID 129611718-(2-Oxobenzimidazolin-1-yl)-caprylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product is produced as described in example 1 from 2.8 g. of NaH (80% suspension in mineral oil), 25 g. of benzimidazolin-2-one, 180 cc. of DMF, 22.1 g. of 8-bromocaprylic acid methyl ester and 2.8 g. of NaJ. Eluant in chromatographic purification: chloroform/methanol.

Workup

  1. customThe product is produced
  2. customEluant in chromatographic purification

Sources & evidence

ORD record
ord-fefd9dabde024563a0c8f52b4a7146f2
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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