Water → HCID 20432448, compound

HRID 2412471Notes

Reaction equation

HRID 2412471 reaction equation
[F:1][C:2]1[N:3]([C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:4]=[C:5]([CH:7]=O)[N:6]=1.[CH2:28](P(=O)(OCC)OCC)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[H-].[Na+].O>COCCOC>[F:1][C:2]1[N:3]([C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:4]=[C:5](/[CH:7]=[CH:28]/[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14122Diethyl benzylphosphonateHCID 24758Sodium hydrideHCID 537790282-Fluoro-1-trityl-1H-imidazole-4-carbaldehyde

Product 1

HCID 20432448HCID 20432448, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a stirred mixture of 2-fluoro-4-formyl-1-triphenylmethylimidazole (0.356 g.) and diethyl benzylphosphonate (0.228 g.) in 1,2-dimethoxyethane under an argon atmosphere at room temperature was added sodium hydride (0,048 g.). Stirring was continued for 18 hours and then water (15 ml.) was added. The precipitate was filtered and dried to give 2-fluoro-1-triphenylmethyl-4-(2-phenyl-trans-vinyl)imidazole (0.415 g.), m.p. 167°-170°.

Workup

  1. filtrationThe precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-98e3d4e14eb54025be846b1da947556c
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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