Acetonitrile → Triphenylphosphine

HRID 1078934Notes

Reaction equation

HRID 1078934 reaction equation
O[NH-].C1[CH2:7][O:6][CH2:5][CH2:4]1.C(#[N:10])C.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl>[C:24]1([P:17]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1.[O:6]1[CH2:5][CH2:4][N:10]=[CH:7]1

Participants

8

Reactant 4

HCID 6342AcetonitrileHCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 178514248HCID 178514248, compound2×

Product 2

HCID 11776TriphenylphosphineHCID 68157Oxazoline

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6344DichloromethaneSolvent

Procedure

Hydroxyamide IX is then subjected to cyclodehydration in an inert organic solvent (e.g., THF, acetonitrile or methylene chloride) under an inert atmosphere (e.g., argon) with triphenylphosphine (employing a molar ratio of IX:triphenylphosphine of about 0.5:1 to about 1:1) and carbon tetrachloride in the presence of an amine base (e.g., triethylamine or diisopropylethylamine) to form an oxazoline ##STR26##

Sources & evidence

ORD record
ord-974a9ab5172f4fb897340ead5f1b2705
Source dataset
uspto-grants-1996_08
Patent number
US05550248

Reaction notes

Loading…