Dicyclohexylcarbodiimide → Tert-butyl 2,6-dioxomorpholine-4-carboxylate

HRID 2039006Notes

Reaction equation

HRID 2039006 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:13][C:14]([OH:16])=[O:15])[CH2:9][C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1CCC(N=C=NC2CCCCC2)CC1>ClCCl>[C:1]([O:5][C:6]([N:8]1[CH2:9][C:10](=[O:12])[O:16][C:14](=[O:15])[CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 2755971N-(tert-Butoxycarbonyl)iminodiacetic Acid

Product 1

HCID 11830836Tert-butyl 2,6-dioxomorpholine-4-carboxylateYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of (tert-butoxycarbonyl-carboxymethyl-amino)-acetic acid (5 g, 21.4 mmol) and DCC (4.85 g, 23.6 mmol) in dichloromethane was stirred for 16 hours. The mixture was filtered and the solvent was removed from the filtrate to provide 2,6-dioxo-morpholine-4-carboxylic acid tert-butyl ester (4.86 g, 21.0 mmol, 99%).

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent was removed from the filtrate

Sources & evidence

ORD record
ord-4446466e320c4dd1a9b2a2d9a748ac7b
Source dataset
uspto-grants-2013_11
Patent number
US08575118B2

Reaction notes

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