Oxalic Acid → HCID 178453955, compound

HRID 29761Notes

Reaction equation

HRID 29761 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH:14]=NCC2C=CC=CC=2)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C(O)=[O:26]>O.C1COCC1>[C:1]([O:5][C:6](=[O:23])[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH:14]=[O:26])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 178453946HCID 178453946, compound

Product 1

HCID 178453955HCID 178453955, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

A solution of trans-[4-(benzylimino-methyl)-cyclohexyl]-carbamic acid tert-butyl ester (2.50 g, 8.00 mmol) and oxalic acid (0.80 g) in water/THF (50 mL, 1:1) was stirred for 10 h at room temperature. The reaction mixture was concentrated under reduced pressure and methylene chloride (50 mL) was added to the residue. The organic phase was dried and concentrated under reduced pressure to give trans-(4-Formyl-cyclohexyl)-carbamic acid tert-butyl ester (1.3 g, 80%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and methylene chloride (50 mL)
  2. additionwas added to the residue
  3. customThe organic phase was dried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-96b54c9a3c1a42999c07ec1e126ca2be
Source dataset
uspto-grants-2008_09
Patent number
US07423012B2

Reaction notes

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