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

Tributylphosphine → HCID 67528178, compound

HRID 2261853
Notes
Print preview

Reaction equation

HRID 2261853 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][C:13]=2[CH3:19])=[CH:8][CH:7]=1.[Cl:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[C:23]=1[N:29]1[C:33]([CH2:34]O)=[C:32]([CH:36]([CH3:38])[CH3:37])[CH:31]=[N:30]1.N(C(N1CCCCC1)=O)=N[C:41](N1CCCCC1)=O.C(P(CCCC)CCCC)CCC>CCCCCC.C1(C)C=CC=CC=1>[CH2:1]([O:2][C:3](=[O:20])[CH:4]=[CH:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:34][C:33]3[N:29]([C:23]4[C:22]([Cl:21])=[CH:27][CH:26]=[CH:25][C:24]=4[Cl:28])[N:30]=[CH:31][C:32]=3[CH:36]([CH3:38])[CH3:37])=[CH:14][C:13]=2[CH3:19])=[CH:10][CH:11]=1)[CH3:41]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 57443256(1-(2,6-dichlorophenyl)-4-isopropyl-1H-pyrazol-5-yl)methanolHCID 67527577HCID 67527577, compound

Product 1

HCID 67528178HCID 67528178, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 1140
Toluene
Solvent
HCID 8058HexaneSolvent

Procedure

To a mixture of (108 mg, 0.403 mmol) 3-(4′-hydroxy-2′-methyl-biphenyl-4-yl)-acrylic acid methyl ester, [2-(2,6-dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-yl]-methanol (126 mg, 0.443 mmol) and toluene (2.1 mL) is added 1,1′-(azodicarbonyl)dipiperidine (112 mg, 0.443 mmol) followed by tri-n-butylphosphine (109 μL, 0.443 mmol). The reaction is kept overnight at room temperature. The reaction mixture is diluted with hexane and the solid is filtered. The concentrated filtrate is purified via flash chromatography eluting with 15% ethyl acetate/heptane) to give 183 mg (85%) of the ester.

Workup

  1. filtrationthe solid is filtered
  2. customThe concentrated filtrate is purified via flash chromatography
  3. washeluting with 15% ethyl acetate/heptane)

Sources & evidence

ORD record
ord-9c0e120429ad48548bb2b277a339112d
Source dataset
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07846960B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes