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Dichloromethane → HCID 19382157, compound

HRID 1681613
Notes
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Reaction equation

HRID 1681613 reaction equation
FC(F)(F)C(O)=O.ClCCl.[CH3:11][O:12][C:13](=[CH2:16])[C:14]#[N:15].[CH2:17]([N:24]([CH2:30]OC)[CH2:25][Si](C)(C)C)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])O.[Na+]>C(N(CC)CC)C>[CH2:17]([N:24]1[CH2:25][CH2:16][C:13]([C:14]#[N:15])([O:12][CH3:11])[CH2:30]1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 353442Benzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 516892Sodium BicarbonateHCID 132442492-Methoxyprop-2-enenitrile

Product 1

HCID 19382157HCID 19382157, compound

Reagents, catalysts & solvents

1
HCID 8471TriethylamineSolvent

Procedure

To a mixture of 1.2 g trifluoroacetic acid and 1.2 g triethylamine in 200 ml dry dichloromethane 8.3 g (90 mmol, 90% proof) 2-methoxyacrylonitrile (J. Chem. Soc. 520, 1942) are added. Thereafter 28.5 g N-benzyl-N-methoxymethyl-N-(trimethylsilylmethyl)amine (Chem. Letters 1117, 1984) are added, and the mixture is stirred overnight at room temperature. The mixture is treated with a saturated solution of sodium hydrogencarbonate, dried with magnesium sulfate, and finally the organic solvents are removed in vacuo and the residue is distilled.

Workup

  1. additionare added
  2. dry with materialdried with magnesium sulfate
  3. customfinally the organic solvents are removed in vacuo
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-04fcb1ab6fbe49629a5b2189e7b73647
Source dataset
uspto-grants-1992_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05173484

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes