2-ethylhexanoic acid tin(II) salt → 2-Phenyl-2-oxazoline

HRID 652822

Reaction equation

HRID 652822 reaction equation
O[CH2:2][CH2:3][NH:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>O>[C:6]1([C:5]2[O:12][CH2:2][CH2:3][N:4]=2)[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 93182-ethylhexanoic acid tin(II) saltHCID 5695262-Benzamidoethanol

Product 1

HCID 2440302-Phenyl-2-oxazolineYield 58%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
230 °C

Procedure

N-(2-Hydroxyethyl)benzamide (200 parts by weight) and stannous octoate (1 part by weight) were charged to the standard reaction vessel as one lot. The mixture was heated to 230° C. at 250 mm Hg (33 kPa) and maintained at these conditions for 4 hours by when water had ceased to distil over. The residues were distilled under vacuum to give 2-phenyl-2-oxazoline (yield 58%), b.p. 115° C./1 mm Hg (0.13 kPa).

Workup

  1. customto distil over
  2. distillationThe residues were distilled under vacuum

Sources & evidence

ORD record
ord-916184781bae4e249d70b589da2bb272
Source dataset
uspto-grants-1987_06
Patent number
US04673748

Linked notes

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