Triphenylphosphine → HCID 22677050, compound

HRID 1837431Notes

Reaction equation

HRID 1837431 reaction equation
CCOC(/N=N/C(O[CH2:11][CH3:12])=O)=O.[CH2:13]([C:21]1[CH:22]=[N:23][C:24]([C:27]2[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=2)=[N:25][CH:26]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].C[SiH](C[CH2:38][Si:39]([CH3:50])([CH3:49])[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47]O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[CH2:13]([C:21]1[CH:26]=[N:25][C:24]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][Si:39]([CH3:49])([CH3:50])[CH2:38][Si:39]([CH3:49])([CH3:40])[CH3:38])=[CH:29][CH:28]=2)=[N:23][CH:22]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 6040552-(4-Hydroxyphenyl)-5-octylpyrimidineHCID 5462977Diethyl azodicarboxylateHCID 131724568HCID 131724568, compound

Product 1

HCID 22677050HCID 22677050, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of diethylazodicarboxylate (0.087 g, 0.500 mmol) in THF (5.0 ml) was added dropwise to a stirred solution of 4-(5-octylpyrimidin-2-yl)-phenol (0.114 g, 0.40 mmol), compound 13 (0.110 g, 0.400 mmol) and triphenylphosphine (0.131 g, 0.500 mmol) in THF (10 ml). The treaction mixture was stirred at room temperature for 24 h, the solvent removed in vacuo and the residues purified by column chromatography [silica gel eluted with hexane/ethyl acetate (9:1)] to yield a colorless solid that was recrystallized from acetonitrile.

Workup

  1. customthe solvent removed in vacuo
  2. customthe residues purified by column chromatography [silica gel eluted with hexane/ethyl acetate (9:1)]
  3. customto yield a colorless solid
  4. customthat was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-8785efa9b8d94f9e8a4af2087d2d403c
Source dataset
uspto-grants-2004_08
Patent number
US06783812B2

Reaction notes

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