Phenyl glycidyl ether → HCID 14677576, compound

HRID 330547Notes

Reaction equation

HRID 330547 reaction equation
[O:1]([CH2:8][CH:9]1[CH2:11][O:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:12][C:13]1[O:17][C:16]([CH2:18][N:19]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[N:21]=[C:20]2[NH:28][CH:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[CH:15][CH:14]=1>CO>[CH3:12][C:13]1[O:17][C:16]([CH2:18][N:19]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[N:21]=[C:20]2[NH:28][CH:29]2[CH2:34][CH2:33][N:32]([CH2:11][CH:9]([CH2:8][O:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[OH:10])[CH2:31][CH2:30]2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 31217Phenyl glycidyl etherHCID 14677561HCID 14677561, compound

Product 1

HCID 14677576HCID 14677576, compoundYield 44.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4.5 parts of 2-(phenoxymethyl)oxirane, 4.65 parts of 1-[(5-methyl-2-furanyl)methyl]-N-(4-piperidinyl)-1H-benzimidazol-2-amine and 120 parts of methanol was stirred overnight at room temperature. The precipitated product was filtered off and dried, yielding 3.1 parts (44.8%) of 4-[[1-[(5-methyl-2-furanyl)methyl]-1H-benzimidazol-2-yl]amino]-α-(phenoxymethyl)-1-piperidineethanol; mp. 164.8° C. (compound 25).

Workup

  1. filtrationThe precipitated product was filtered off
  2. customdried

Sources & evidence

ORD record
ord-1c93e64840f34f1aacb87e2dc204d6ef
Source dataset
uspto-grants-1990_01
Patent number
US04897401

Reaction notes

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