Diisopropyl Ether → Methyl 2-(4-methoxyphenoxy)acetimidate

HRID 326855Notes

Reaction equation

HRID 326855 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][C:9]#[N:10])=[CH:5][CH:4]=1.[Na].[CH:14]([O:17]C(C)C)(C)C>CO>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][C:9](=[NH:10])[O:17][CH3:14])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 5794914-MethoxyphenoxyacetonitrileHCID 5360545Sodium

Product 1

HCID 10655467Methyl 2-(4-methoxyphenoxy)acetimidate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Obtained using the procedure described in section a of Example 16, starting with 27.3 g (0.167 mole) of (4-methoxyphenoxy)acetonitrile [prepared according to K. J. S. Arora et al., J. Chem. Soc. C 1971, 2865] and 0.38 g (0.0167 gram-atom) of sodium in 275 ml of methanol. Reaction time: 24 hours. Yld: 23.9 g (73%), m.p. 95°-96° C. (isopropyl ether).

Workup

  1. customObtained
  2. customReaction time
  3. custom24 hours

Sources & evidence

ORD record
ord-f0c58b17ccf34e3fb19c24870deb7ff8
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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