Diethyl Ether → HCID 19839085, compound

HRID 1639404Notes

Reaction equation

HRID 1639404 reaction equation
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7]([NH:11][C:12](=[O:16])[C:13]([CH3:15])=[CH2:14])([CH3:10])([CH3:9])[CH3:8].C(N(CC)CC)C.C(OCC)C>C(Cl)Cl>[CH3:4][C:2]([C:1](=[O:5])[N:11]([C:7]([CH3:10])([CH3:9])[CH3:8])[C:12](=[O:16])[C:13]([CH3:15])=[CH2:14])=[CH2:3]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 81043N-(1,1-Dimethylethyl)-2-methyl-2-propenamide

Product 1

HCID 19839085HCID 19839085, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 52.7 g of methacrylyl chloride in 570 ml of methylene chloride is added dropwise to a stirred solution, cooled to 0°-5° C., of 71 g of N-tert-butyl-methacrylamide, 50.8 g of triethylamine and 570 ml of methylene chloride. After the addition, the mixture is stirred for 2 1/2 hours and the reaction solution is left to stand for 4 days. The concentrated reaction material is taken up in 0.5 1 of diethyl ether, the mixture is filtered and the solution is concentrated. The red oil obtained is filtered with hexane-diethyl ether (4:1) on silica gel to give the title compound as a white crystalline product (m.p. 47°-48° C).

Workup

  1. additionAfter the addition
  2. waitthe reaction solution is left
  3. waitto stand for 4 days
  4. customThe concentrated reaction material
  5. filtrationthe mixture is filtered
  6. concentrationthe solution is concentrated
  7. customThe red oil obtained
  8. filtrationis filtered with hexane-diethyl ether (4:1) on silica gel

Sources & evidence

ORD record
ord-c82cbc1431384fdb9a0d2d348abdacbe
Source dataset
uspto-grants-1989_11
Patent number
US04883877

Reaction notes

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