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2,2,2-Trifluoro-N-methoxy-N-methylacetamide → 1-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-2,2,2-trifluoro-ethanone

HRID 2404193
Notes
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Reaction equation

HRID 2404193 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH:13]3[CH2:18][CH2:17][CH:16]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:15][CH2:14]3)[CH:8]=2)[CH:3]=1.[F:23][C:24]([F:32])([F:31])[C:25](N(OC)C)=[O:26]>C1COCC1>[C:19]([CH:16]1[CH2:15][CH2:14][CH:13]([O:12][C:7]2[CH:8]=[C:9]3[C:4](=[CH:5][CH:6]=2)[CH:3]=[C:2]([C:25](=[O:26])[C:24]([F:32])([F:31])[F:23])[CH:11]=[CH:10]3)[CH2:18][CH2:17]1)([CH3:20])([CH3:21])[CH3:22]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 27823822,2,2-Trifluoro-N-methoxy-N-methylacetamideHCID 509863542-Bromo-6-(4-tert-butyl-cyclohexyloxy)-naphthalene

Product 1

HCID 681727961-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-2,2,2-trifluoro-ethanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
-78 °C

Procedure

To a solution of 2-Bromo-6-(4-tert-butyl-cyclohexyloxy)-naphthalene (2 g, 0.006 mol) in mL dry THF stirring at −78° C., was added dropwise. The reaction was then stirred at −78° C. for minutes, yellow color results. 2,2,2-Trifluoro-N-methoxy-N-methyl-acetamide (1.0 mL, 0.0083 mol) in 10 mL THF was then added dropwise while the reaction was stirred at −78° C.

Workup

  1. customyellow color results
  2. stirringwas stirred at −78° C.

Sources & evidence

ORD record
ord-a514f34c43be4473b7739fa92185240f
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08802659B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes