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Dichloromethane → HCID 19382157, compound

HRID 2400087
Notes
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Reaction equation

HRID 2400087 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 triflouroacetic 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 magnesiumsulfate, and finally the organic solvents are removed in vacuo and the residue is destilled.

Workup

  1. additionare added
  2. dry with materialdried with magnesiumsulfate
  3. customfinally the organic solvents are removed in vacuo

Sources & evidence

ORD record
ord-ce45aba45162426281aadeca7e56a006
Source dataset
uspto-grants-1995_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05453422

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes