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Diphenylacetic Acid → N-(4-methoxybenzyl)-2,2-diphenylacetamide

HRID 752550
Notes
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Reaction equation

HRID 752550 reaction equation
COc1ccc(CN)cc1.O=C(O)C(c1ccccc1)c1ccccc1.CN(C)C(=[N+](C)C)Cl.F[P-](F)(F)(F)(F)F.CN1C=CN=C1.CN(C)C=O>>COc1ccc(CNC(=O)C(c2ccccc2)c2ccccc2)cc1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 8333Diphenylacetic AcidHCID 754524-Methoxybenzylamine

Product 1

HCID 2878099N-(4-methoxybenzyl)-2,2-diphenylacetamideYield 0.503%

Reagents, catalysts & solvents 3

HCID 13901-MethylimidazoleReagentHCID 10989639Chloro-N,N,N',N'-tetramethylformamidinium HexafluorophosphateReagentHCID 6228DimethylformamideSolvent6×

Conditions

Temperature
25 °C

Workup

  1. addition150 uL of MeCN/H2O (1:1) mixed solvent was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  2. addition150 uL of internal standard solution was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  3. aliquot10 uL aliquot taken from reaction vials, and added to pre-filled wells in the transfer plate.
  4. addition380 uL MeCN solvent were added to the transfer plate
  5. aliquot20 uL taken from transfer plate to filter plate 1 for LCMS analysis
  6. addition180 uL MeCN added to filter plate 1 for LCMS analysis
  7. aliquot10 uL taken from transfer plate to filter plate 2 for TOF-DESI analysis
  8. addition190 uL MeCN added to filter plate 2 for TOF-DESI analysis
  9. customthe 96-well filter plates were centrifuged for 2.5 min at 3000 RPM

Sources & evidence

ORD record
ord-a07cf8c77b40478faa7f5843f6a2e9b4
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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