Ethyl 4-isocyanatobenzoate → HCID 21710170, compound

HRID 650898Notes

Reaction equation

HRID 650898 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:7][CH:6]([O:8][CH3:9])[O:5][CH:4]1[O:10][CH3:11].[CH2:12]([O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[O:25])=[CH:19][CH:18]=1)=[O:16])[CH3:13]>O1CCCC1>[CH3:11][O:10][CH:4]1[CH:3]([CH2:2][NH:1][C:24]([NH:23][C:20]2[CH:19]=[CH:18][C:17]([C:15]([O:14][CH2:12][CH3:13])=[O:16])=[CH:22][CH:21]=2)=[O:25])[CH2:7][CH:6]([O:8][CH3:9])[O:5]1

Participants

4

Reactant 2

HCID 589805Ethyl 4-isocyanatobenzoateHCID 21710167HCID 21710167, compound

Product 1

HCID 21710170HCID 21710170, compoundYield 104.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2.9 g (18 mmol) of 3-aminomethyl-2,5-dimethoxytetrahydrofuran (DE-A 26 45 234) were dissolved in 20 ml of anhydrous tetrahydrofuran. At 0° C., 2.9 g (15 mmol) of 4-ethoxycarbonylphenyl isocyanate dissolved in 10 ml of anhydrous tetrahydrofuran were added dropwise. The mixture was then stirred at room temperature for 1 h and then concentrated under reduced pressure, resulting in 5.5 g of the crude product.

Workup

  1. additionwere added dropwise
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f4d95a90278b44968a2ab1f0e7d72826
Source dataset
uspto-grants-2001_08
Patent number
US06277850B1

Reaction notes

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