HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

1-Chloro-4-(trifluoromethyl)benzene → Methyl 2-methyl-2-[4-(trifluoromethyl)anilino]propanoate

HRID 168
Notes
Print preview

Reaction equation

HRID 168 reaction equation
COC(=O)C(C)(C)N.FC(F)(F)c1ccc(Cl)cc1>CC(=O)O.CC(=O)O.CC(C)(C)[O-].CCCCP(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2.FC(F)(F)c1ccccc1.[Na+].[Pd]>COC(=O)C(C)(C)Nc1ccc(C(F)(F)F)cc1
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

7

Reactant 2

HCID 73941-Chloro-4-(trifluoromethyl)benzeneHCID 4186341Methyl 2-amino-2-methylpropanoate

Product 1

HCID 117559794Methyl 2-methyl-2-[4-(trifluoromethyl)anilino]propanoateYield 0%

Reagents, catalysts & solvents 4

HCID 23676156Sodium t-butoxideReagentHCID 4144353Palladium (II) acetateCatalyst
HCID 11371790
Bis(adamantan-1-yl)(butyl)phosphane
Catalyst
HCID 7368(Trifluoromethyl)benzeneSolvent

Conditions

Temperature
180 °C

Procedure

1-chloro-4-(trifluoromethyl)benzene (0.068 mL, 0.51 mmol), methyl 2-amino-2-methylpropanoate (0.05 g, 0.43 mmol),BUTYLDI-1-ADAMANTYLPHOSPHINE (0.015 g, 0.04 mmol), sodium 2-methylpropan-2-olate (0.082 g, 0.85 mmol) and diacetoxypalladium (4.79 mg, 0.02 mmol) was added to a microwave vial. (TRIFLUOROMETHYL)-BENZENE (0.5 mL) was used as solvent, before use the solvent was bubbled with nitrogen (1-1.2 mL/mmol amine). The mixture was bubbled with nitrogen before the vial was sealed. The mixture was heated in microwave at 180° for 60min.. The mixture was heated in microwave at 180° for 60min. No conversion of startingmaterial was observed.

Sources & evidence

ORD record
ord-d712f5c0551541748b4f06a98eb63af5
Source dataset
750 AstraZeneca ELN dataset
Original link
View source

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureSources & evidenceReaction notes