Ethylene Glycol → Carbamic acid, 1-naphthalenyl-, 2-hydroxyethyl ester

HRID 1088428Notes

Reaction equation

HRID 1088428 reaction equation
[CH2:1]([OH:4])[CH2:2][OH:3].[C:5]1([N:15]=[C:16]=[O:17])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1>O>[C:5]1([NH:15][C:16]([O:3][CH2:2][CH2:1][OH:4])=[O:17])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 174Ethylene GlycolHCID 66589alpha-Naphthyl isocyanate

Product 1

HCID 11368234Carbamic acid, 1-naphthalenyl-, 2-hydroxyethyl ester

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethylene glycol (3.0 g) was mixed with α-naphthyl isocyanate (8.5 g), and reaction was allowed to proceed at room temperature for 3 hours, then at 50° C. for 2 hours. The reaction mixture was poured into water, which was subjected to extraction with chloroform. The extract was concentrated and subjected to purification by means of a silica gel chromatography(silica gel 400 g, developing solvent:hexane-ethyl acetate, 1:2→1:3).

Workup

  1. waitat 50° C. for 2 hours
  2. extractionwas subjected to extraction with chloroform
  3. concentrationThe extract was concentrated
  4. customsubjected to purification by means of a silica gel chromatography(silica gel 400 g, developing solvent:hexane-ethyl acetate, 1:2→1:3)

Sources & evidence

ORD record
ord-0de6842dbcb94a3fa93c373ff4253fd6
Source dataset
uspto-grants-1990_10
Patent number
US04962113

Reaction notes

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