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Boron trifluoride etherate → HCID 86602302, compound

HRID 1821975
Notes
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Reaction equation

HRID 1821975 reaction equation
[Cl:1][C:2]1[CH:22]=[C:21]([O:23][CH2:24][CH:25]=[C:26]([Cl:28])[Cl:27])[CH:20]=[C:19]([Cl:29])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([NH:15][OH:16])=[NH:14])=[CH:11][CH:10]=1.B(F)(F)F.[CH3:34]COCC>C(OCC)(OCC)OCC>[Cl:1][C:2]1[CH:22]=[C:21]([O:23][CH2:24][CH:25]=[C:26]([Cl:28])[Cl:27])[CH:20]=[C:19]([Cl:29])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]2[N:14]=[CH:34][O:16][N:15]=2)=[CH:17][CH:18]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 178513356HCID 178513356, compound

Product 1

HCID 86602302HCID 86602302, compound

Reagents, catalysts & solvents 1

HCID 31214Ethyl orthoformateSolvent

Procedure

150 mg of 4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-N-hydroxy-benzamidine and 15 mg of boron trifluoride ethyl etherate are stirred for 2 hours at 140° C. in 2 ml of triethyl orthoformate. The reaction mixture is concentrated, and the residue is taken up in ethyl acetate and washed with water. Concentration of the organic phase and purification over silica gel yield the title compound (compound 1.14).

Workup

  1. concentrationThe reaction mixture is concentrated
  2. washwashed with water
  3. customConcentration of the organic phase and purification over silica gel

Sources & evidence

ORD record
ord-704010a86559485abbee5d57f683b336
Source dataset
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07608631B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes