Trifluoroacetic acid → HCID 57685982, compound

HRID 1038067Notes

Reaction equation

HRID 1038067 reaction equation
[CH2:1]([O:3][C:4](=[O:11])[C:5]([O:7][CH2:8][CH:9]=[CH2:10])=[CH2:6])[CH3:2].CO[CH2:14][N:15]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:16][Si](C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:3][C:4]([C:5]1([O:7][CH2:8][CH:9]=[CH2:10])[CH2:6][CH2:14][N:15]([CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:16]1)=[O:11])[CH3:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 353442Benzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 57135362HCID 57135362, compound

Product 1

HCID 57685982HCID 57685982, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of the 2-allyloxy-acrylic acid ethyl ester (431 mg) and N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine (847 μl) in dichloromethane (10 ml) was added at 0° C. trifluoroacetic acid (21 μl). The resulting solution was warmed to room temperature and stirred overnight. The crude product was purified by column chromatography on silica gel, eluted with a solution of ethyl acetate in hexanes (25-100%) to give the title compound (341 mg).

Workup

  1. customThe crude product was purified by column chromatography on silica gel
  2. washeluted with a solution of ethyl acetate in hexanes (25-100%)

Sources & evidence

ORD record
ord-a3f874b97fdc42d5a0cf6a785049e788
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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