Benzyl succinimido carbonate → HCID 21909308, compound

HRID 1982838Notes

Reaction equation

HRID 1982838 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH3:17])=[CH:12][CH:11]=2)=[C:6]([OH:8])[CH:7]=1.[CH2:18]([O:25][C:26](ON1C(=O)CCC1=O)=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCCC1>[CH2:16]([C:13]1[CH:12]=[CH:11][C:10]([CH2:9][C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:26](=[O:27])[O:25][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:7][C:6]=2[OH:8])=[CH:15][CH:14]=1)[CH3:17]

Participants

4

Reactant 2

HCID 83172Benzyl succinimido carbonateHCID 21909331HCID 21909331, compound

Product 1

HCID 21909308HCID 21909308, compoundYield 100.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-amino-2-(4-ethylbenzyl)phenol (0.25 g) in tetrahydrofuran (10 mL) was added N-benzyloxycarbonyloxy-succinimide (0.41 g), and the mixture was stirred at room temperature for 22 hours. The reaction mixture was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1) to give benzyl N-[4-(4-ethylbenzyl)-3-hydroxyphenyl]carbamate (0.40 g).

Workup

  1. customThe reaction mixture was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1)

Sources & evidence

ORD record
ord-ccf4f7e8c39d416d83ac32fdc81ea96a
Source dataset
uspto-grants-2009_06
Patent number
US07541341B2

Reaction notes

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