Triethylamine → HCID 15229767, compound

HRID 1609577Notes

Reaction equation

HRID 1609577 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[O:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:4]=2[CH:3]=1.[CH2:15]([N:21]=[C:22]=[O:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].C(N(CC)CC)C>C(Cl)Cl>[CH:3]1[C:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[O:6][C:5]=2[CH:13]=[CH:14][C:2]=1[O:1][C:22](=[O:23])[NH:21][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 665872-DibenzofuranolHCID 75659Hexyl isocyanate

Product 1

HCID 15229767HCID 15229767, compoundYield 105.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-hydroxydibenzofuran (5.0 g, 27 mmol), hexyl isocyanate (4.1 g, 32 mmol) and triethylamine (3.0 mL, 22 mmol) in 75 mL of methylene chloride was stirred under nitrogen at room temperature overnight. The reaction was extracted with 1N HCl. The organic solution was dried (MgSO4) and the solvent removed under reduced pressure to give 8.89 g of an off-white solid. Recrystallization of the solid from isopropanol gave 5.48 g (65%) of the title compound as an off-white crystalline solid, mp 109°-110° C.

Workup

  1. extractionThe reaction was extracted with 1N HCl
  2. dry with materialThe organic solution was dried (MgSO4)
  3. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-179c1df4e66345e696716ec12fd17a83
Source dataset
uspto-grants-1995_03
Patent number
US05401769

Reaction notes

Loading…