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Monoethyl 2-acetylamino-2-(5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-malonate → Ethyl 2-acetylamino-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionate

HRID 644333
Notes
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Reaction equation

HRID 644333 reaction equation
[C:1]([NH:4][C:5]([CH2:14][C:15]1[CH:24]=[CH:23][C:22]2[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=2[CH:16]=1)(C([O-])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2]>C1(C)C=CC=CC=1>[C:1]([NH:4][CH:5]([CH2:14][C:15]1[CH:24]=[CH:23][C:22]2[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=2[CH:16]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 86615683Monoethyl 2-acetylamino-2-(5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-malonate

Product 1

HCID 68579182Ethyl 2-acetylamino-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 29.2 g (87.6 mmol) monoethyl 2-acetylamino-2-(5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-malonate and 400 mL toluene was refluxed for 5 h. The reaction mixture was then washed with 1 M NaOH and water, dried and evaporated down under reduced pressure.

Workup

  1. temperaturewas refluxed for 5 h
  2. wash
The reaction mixture was then washed with 1 M NaOH and water
  • customdried
  • customevaporated down under reduced pressure
  • Sources & evidence

    ORD record
    ord-71312201df69436280f37298f8fee9ec
    Source dataset
    uspto-grants-2010_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07700589B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes