Oxalic Acid → HCID 70299694, compound

HRID 1954695Notes

Reaction equation

HRID 1954695 reaction equation
[C:1]1([CH2:7][N:8]([CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH2:9][CH2:10][CH2:11][C:12]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([CH2:36][N:37]3[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]3)[CH:30]=2)([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([CH2:21][N:22]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[CH:15]=2)[CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:51]([OH:56])(=[O:55])[C:52]([OH:54])=[O:53]>CCOCC.C(O)C>[C:51]([OH:56])(=[O:55])[C:52]([OH:54])=[O:53].[C:1]1([CH2:7][N:8]([CH2:44][C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=2)[CH2:9][CH2:10][CH2:11][C:12]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([CH2:36][N:37]3[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]3)[CH:30]=2)([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([CH2:21][N:22]3[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]3)[CH:15]=2)[CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 23293552HCID 23293552, compound

Product 1

HCID 70299694HCID 70299694, compoundYield 111.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of the product from Example 9 (0.22 g, 0.33 mmol) in 5 mL Et2O was treated with a solution of oxalic acid (0.13 g, 1.03 mmol) in 1 mL of ethanol. The resulting solution was triturated with 5 mL of Et2O and collected by filtration. The solid collected was washed with Et2O and dried (P2O5) under vacuum to give the title compound (0.28 g, 91%) as a white solid, mp=111-148° C.

Workup

  1. customThe resulting solution was triturated with 5 mL of Et2O
  2. filtrationcollected by filtration
  3. customThe solid collected
  4. washwas washed with Et2O
  5. dry with materialdried (P2O5) under vacuum

Sources & evidence

ORD record
ord-f959e33e9ad749b692de3b27898720d2
Source dataset
uspto-grants-2000_09
Patent number
US06124280

Reaction notes

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