chempirical
Reaction database

Reactions ready to scale

3,374 reactions: 10 worked examples with a reagent table you can scale, 503 named reactions and 2,861 checked procedures from Organic Syntheses.

1–10 of 10

  1. Cannizzaro disproportionation: 2 benzaldehyde → benzyl alcohol + sodium benzoateDisproportionationredox Textbook redox disproportionation of an α-H-free aldehyde. Worked example · after Cannizzaro 1853 Scale
  2. Claisen-Schmidt aldol: benzaldehyde + acetone → benzalacetoneCondensationC-C bond formation Textbook aldol condensation. Worked example · after Claisen-Schmidt 1881 Scale
  3. Diels–Alder cycloaddition: cyclopentadiene + maleic anhydride → endo-norbornene-2,3-dicarboxylic anhydrideCycloaddition[4+2] Textbook [4+2] cycloaddition. Worked example · after Diels-Alder 1928 Scale
  4. Friedel-Crafts acylation: benzene + acetyl chloride → acetophenoneElectrophilic aromatic substitution Textbook electrophilic aromatic substitution via the AlCl3-generated acylium ion. Worked example · after Friedel-Crafts 1877 Scale
  5. Grignard addition: phenylmagnesium bromide + benzaldehyde → diphenylmethanolOrganometallic addition Textbook Grignard addition. Worked example · after Grignard 1900 Scale
  6. Henry reaction (nitroaldol addition)Additionnitroaldol Base-catalysed addition of a nitroalkane to an aldehyde to give a β-nitro alcohol that dehydrates under Knoevenagel-Henry conditions to the conjugated nitroalkene. Worked example · after Henry 1895 Scale
  7. Mitsunobu reaction: benzyl alcohol + phthalimide → N-benzyl phthalimideSubstitutiondehydration PPh3/DIAD-mediated dehydrative coupling of an alcohol with an acidic pronucleophile (pKa ≲ 13). Worked example · after Mitsunobu 1967 Scale
  8. Suzuki–Miyaura coupling: 4-bromobenzonitrile + phenylboronic acid → 4-cyanobiphenylCross-couplingC-C Canonical Pd(0)-catalysed cross-coupling of an aryl halide with an aryl boronic acid. Worked example · after Suzuki 1979 Scale
  9. Williamson ether synthesis: sodium ethoxide + 1-bromobutane → ethyl butyl etherSubstitutionSN2 Textbook SN2 ether-formation. Worked example · after Williamson 1850 Scale
  10. Wittig olefination: methyltriphenylphosphonium bromide + benzaldehyde → styreneOlefination Canonical Wittig olefination — the textbook 'make an alkene from an aldehyde' demo. Worked example · after Wittig 1954 Scale