Triphenylphosphine → HCID 69214064, compound

HRID 2375762Notes

Reaction equation

HRID 2375762 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O.[OH:34][C:35]1[CH:42]=[CH:41][C:38]([C:39]#[N:40])=[CH:37][CH:36]=1.[CH3:43][C:44]([CH3:51])([CH2:49]O)[C:45]([O:47][CH3:48])=[O:46]>C1(C)C=CC=CC=1>[CH3:48][O:47][C:45](=[O:46])[C:44]([CH3:51])([CH3:49])[CH2:43][O:34][C:35]1[CH:42]=[CH:41][C:38]([C:39]#[N:40])=[CH:37][CH:36]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 130194-CyanophenolHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 84152Methyl 3-hydroxypivalate

Product 1

HCID 69214064HCID 69214064, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
80 °C

Procedure

A mixture of 2.65 g (10.1 mmol) of triphenylphosphine and 20 ml of toluene is prepared and 2 ml (10.2 mmol) of DIAD (diisopropyl azodicarboxylate) are added at 0° C. The solution obtained is added to a solution of 1 g (8.4 mmol) of 4-hydroxybenzonitrile and 1.30 ml (10.2 mmol) of methyl 2,2-dimethyl-3--hydroxy-propanoate in 10 ml of toluene at 0° C. The reaction mixture is subsequently stirred for 30 min at 80° C. and then concentrated under reduced pressure. The crude product is purified by chromatography on silica gel using toluene as the eluent to give the expected compound in the form of a colorless oil (yield=89%).

Workup

  1. customis prepared
  2. customThe solution obtained
  3. concentrationconcentrated under reduced pressure
  4. customThe crude product is purified by chromatography on silica gel

Sources & evidence

ORD record
ord-d2c2b73463cf477b9ffcac4e355a0676
Source dataset
uspto-grants-2008_12
Patent number
US07465811B2

Reaction notes

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