Triphenylphosphine → HCID 86605427, compound

HRID 2099936Notes

Reaction equation

HRID 2099936 reaction equation
C(OC(N=NC(OC(C)C)=O)=O)(C)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[OH:34][C:35]1[CH:47]=[CH:46][C:38]([C:39]([C:41]2[CH:45]=[CH:44][O:43][N:42]=2)=[O:40])=[CH:37][CH:36]=1.[Cl:48][C:49]1[CH:59]=[C:58]([O:60][CH2:61][CH:62]=[C:63]([Cl:65])[Cl:64])[CH:57]=[C:56]([Cl:66])[C:50]=1[O:51][CH2:52][CH2:53][CH2:54]O>O1CCCC1>[Cl:48][C:49]1[CH:59]=[C:58]([O:60][CH2:61][CH:62]=[C:63]([Cl:65])[Cl:64])[CH:57]=[C:56]([Cl:66])[C:50]=1[O:51][CH2:52][CH2:53][CH2:54][O:34][C:35]1[CH:47]=[CH:46][C:38]([C:39]([C:41]2[CH:45]=[CH:44][O:43][N:42]=2)=[O:40])=[CH:37][CH:36]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 113139803-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-olHCID 68856340HCID 68856340, compound

Product 1

HCID 86605427HCID 86605427, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

0.93 ml of azodicarboxylic acid diisopropyl ester is added at 0° C. to 1.26 g of triphenylphosphine in 30 ml of tetrahydrofuran and stirring is carried out for 30 minutes. 0.76 g of 3-(4-hydroxybenzoyl)isoxazole and 1.38 g of 3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propan-1-ol in 10 ml of tetrahydrofuran are then added dropwise and stirring is carried out at room temperature for 24 hours. After the reaction mixture has been concentrated and purified over silica gel, (4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-phenyl)-isoxazol-3-yl-methanone is obtained in the form of a colourless oil.

Workup

  1. stirringstirring
  2. waitis carried out at room temperature for 24 hours
  3. concentrationAfter the reaction mixture has been concentrated
  4. custompurified over silica gel

Sources & evidence

ORD record
ord-c320c3f6c9584494ae38cfb7b082ed37
Source dataset
uspto-grants-2009_08
Patent number
US07569727B2

Reaction notes

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