Ethyl 3-isocyanatobenzoate → HCID 68431524, compound

HRID 2244013Notes

Reaction equation

HRID 2244013 reaction equation
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14](=[O:16])[CH3:15])=[C:10]([OH:17])[C:9]=2[CH2:18][CH2:19][CH3:20])=[CH:4][CH:3]=1.[N:23]([C:26]1[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=1)[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[C:24]=[O:25]>C(Cl)Cl>[CH2:32]([O:31][C:29](=[O:30])[C:28]1[CH:34]=[CH:35][CH:36]=[C:26]([NH:23][C:24]([NH:1][C:2]2[CH:22]=[CH:21][C:5]([CH2:6][O:7][C:8]3[CH:13]=[CH:12][C:11]([C:14](=[O:16])[CH3:15])=[C:10]([OH:17])[C:9]=3[CH2:18][CH2:19][CH3:20])=[CH:4][CH:3]=2)=[O:25])[CH:27]=1)[CH3:33]

Participants

4

Reactant 2

HCID 589806Ethyl 3-isocyanatobenzoateHCID 684314821-[4-(4-Amino-benzyloxy)-2-hydroxy-3-propyl-phenyl]-ethanone

Product 1

HCID 68431524HCID 68431524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1-[4-(4-amino-benzyloxy)-2-hydroxy-3-propyl-phenyl]-ethanone (980 mg, 30% pure by LC-MS) in anhydrous CH2Cl2 (4 mL) is added ethyl 3-isocyanatobenzoate (0.18 mL) at room temperature under Ar gas. The reaction mixture is stirred at room temperature overnight. The resulting white precipitate is filtered to give the title compound (215 mg). LC-MS (m/e): 491 (M+1).

Workup

  1. filtrationThe resulting white precipitate is filtered

Sources & evidence

ORD record
ord-7e64d4278b3c481a820969d387436a25
Source dataset
uspto-grants-2010_03
Patent number
US07678794B2

Reaction notes

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