Triphenylphosphine → HCID 86605428, compound

HRID 2099941Notes

Reaction equation

HRID 2099941 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:40]=[CH:39][C:38]([CH:41]2[CH2:46][CH2:45][CH2:44][C:43](=[O:47])[CH2:42]2)=[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:36]=[CH:37][C:38]([CH:41]2[CH2:46][CH2:45][CH2:44][C:43](=[O:47])[CH2:42]2)=[CH:39][CH:40]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 11063219HCID 11063219, compoundHCID 113139803-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-ol

Product 1

HCID 86605428HCID 86605428, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

0.39 ml of azodicarboxylic acid diisopropyl ester is added at 0° C. to 0.52 g of triphenylphosphine in 20 ml of tetrahydrofuran. After 30 minutes, 289 mg of 3-(4-hydroxyphenyl)cyclohexanone and 554 mg of 3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propan-1-ol in 10 ml of tetrahydrofuran are added dropwise thereto. After 24 hours at room temperature, the reaction mixture is concentrated and the residue is purified over silica gel. 3-(4-{3-[2,6-Dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-phenyl)-cyclohexanone is obtained in the form of a colourless oil.

Workup

  1. waitAfter 24 hours at room temperature
  2. concentrationthe reaction mixture is concentrated
  3. customthe residue is purified over silica gel

Sources & evidence

ORD record
ord-4ee6432b6b8a41eb9978bfbecd4ca92d
Source dataset
uspto-grants-2009_08
Patent number
US07569727B2

Reaction notes

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