Sodium Hydroxide → HCID 178467354, compound

HRID 977504Notes

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-9c39e58761804bf784c54d20f44149b2
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05614519

Reaction notes

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