Water → HCID 18925367, compound

HRID 1289051Notes

Reaction equation

HRID 1289051 reaction equation
[C:1]([C:4]1[O:8][CH:7]=[N:6][C:5]=1[CH3:9])(=[O:3])[CH3:2].[C:10]1([Li])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.O.[Cl-].[Na+]>C(OCC)C>[CH3:9][C:5]1[N:6]=[CH:7][O:8][C:4]=1[C:1]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([OH:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 5234Sodium ChlorideHCID 110298391-(4-Methyloxazol-5-yl)ethanoneHCID 178506676HCID 178506676, compound

Product 1

HCID 18925367HCID 18925367, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5-Acetyl-4-methyloxazole (5g) in dry diethylether (25ml) at -70° C. under a nitrogen atmosphere was treated dropwise with phenyllithium (1.8M solution in cyclohexane-diethylether, 27ml). After 45 minutes the mixture was allowed to warm to room temperature and water (10 ml) was added. The mixture was poured into saturated aqueous sodium chloride and extracted with dichloromethane. The product thus obtained was crystallised from diethylether to give 1-(4-methyl-5-oxazolyl)-1-phenylethanol, m.p. 102-104° C.

Workup

  1. extractionextracted with dichloromethane
  2. customThe product thus obtained
  3. customwas crystallised from diethylether

Sources & evidence

ORD record
ord-a1ca685f4f604d308ebf8e5590d96aeb
Source dataset
uspto-grants-1998_05
Patent number
US05747515

Reaction notes

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