Sodium Hydroxide → HCID 178467354, compound

HRID 1450604Notes

Reaction equation

[CH2:1]([O:3][C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]3[N:23]=[N:24][N:25](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:26]=3)=[CH:12][CH:11]=2)[C:7]2[CH:46]=[C:47]([C:51]3[N:55]([CH3:56])[C:54]4[CH:57]=[CH:58][CH:59]=[CH:60][C:53]=4[N:52]=3)[CH:48]=[C:49]([CH3:50])[C:6]=2[N:5]=1)[CH3:2].[OH-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]1[N:8]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]3[NH:23][N:24]=[N:25][N:26]=3)=[CH:14][CH:15]=2)[C:7]2[CH:46]=[C:47]([C:51]3[N:55]([CH3:56])[C:54]4[CH:57]=[CH:58][CH:59]=[CH:60][C:53]=4[N:52]=3)[CH:48]=[C:49]([CH3:50])[C:6]=2[N:5]=1)[CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 830 mg (1.06 mMol) of 4'-[(2-ethoxy-4-methyl-6-(1-methyl-benzimidazol-2-yl)-benzimidazol-1-yl)-methyl]-2-(2-triphenylmethyl-tetrazol-5-yl)-biphenyl, 2.5 ml of 1N sodium hydroxide solution and 20 ml of ethanol is stirred for 2 hours at 80° C. The solution is then evaporated down, the residue is mixed with about 30 ml of water and made slightly acidic with glacial acetic acid. It is then extracted three times with about 20 ml of methylene chloride, the combined organic extracts are washed with 20 ml of water and concentrated by evaporation. The crude product thus obtained is purified by column chromatography (50 g silica gel; methylene chloride/ethanol=97:3).

Workup

customThe solution is then evaporated down
additionthe residue is mixed with about 30 ml of water
extractionIt is then extracted three times with about 20 ml of methylene chloride
washthe combined organic extracts are washed with 20 ml of water
concentrationconcentrated by evaporation

Sources & evidence

ORD record: ord-0759d5e98f594ce89365ca5579d728e8
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05602127

Reaction notes

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