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

Triethylamine → 4-[(4-Ethoxy-2,3-difluorophenyl)ethynyl]-4'-propyl-1,1'-biphenyl

HRID 1198335
Notes
Print preview

Reaction equation

HRID 1198335 reaction equation
BrBr.[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24]C(CCC)=CC=3)=CC=2)=C)=[C:8]([F:29])[C:7]=1[F:30])[CH3:4].C(N([CH2:36][CH3:37])CC)C.C([N-][CH:42]([CH3:44])[CH3:43])(C)C.[Li+]>ClCCl.C(#N)C.C1COCC1>[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:14][C:19]2[CH:18]=[CH:17][C:20]([C:37]3[CH:36]=[CH:8][C:7]([CH2:44][CH2:42][CH3:43])=[CH:6][CH:11]=3)=[CH:25][CH:24]=2)=[C:8]([F:29])[C:7]=1[F:30])[CH3:4]
ParticipantsProcedureSources & evidenceReaction notes

Participants

8

Reactant 4

HCID 8471TriethylamineHCID 24408BromineHCID 2724682Lithium diisopropylamideHCID 19103502HCID 19103502, compound

Product 1

HCID 678645704-[(4-Ethoxy-2,3-difluorophenyl)ethynyl]-4'-propyl-1,1'-biphenyl

Reagents, catalysts & solvents 3

HCID 6342
Acetonitrile
Solvent
HCID 6344DichloromethaneSolvent
HCID 8028TetrahydrofuranSolvent2×

Procedure

0.065 mol of bromine are added to a stirred solution of 0.065 mol of this ethen derivative in a mixture of 100 ml of dichloromethane and 50 ml of acetonitrile. After addition of 10 g of triethylamine and customary working up the crude product is dissolved in 50 ml of THF. 0.13 mol of lithium diisopropylamide in 120 ml of THF are added dropwise to this solution at -50° C. Customary working up gives 1-(4-Ethoxy-2,3-difluorophenyl)-2-(4'-propylbiphenyl-4-yl)-ethine.

Sources & evidence

ORD record
ord-60e7d7fecfa248db9756eefc78bf9e50
Source dataset
uspto-grants-1994_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05279764

Reaction notes

Loading…

On this pageParticipantsProcedureSources & evidenceReaction notes