Sodium Hydroxide → HCID 69293871, compound

HRID 249627Notes

Reaction equation

HRID 249627 reaction equation
C([O:3][C:4](=[O:35])[CH2:5][CH2:6][O:7][CH2:8][CH:9]([NH:19][C:20](=[O:34])[CH2:21][CH2:22][NH:23][C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[CH2:10][O:11][CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])C.[OH-].[Na+]>CO>[CH2:27]([O:26][C:24]([NH:23][CH2:22][CH2:21][C:20]([NH:19][CH:9]([CH2:10][O:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH2:8][O:7][CH2:6][CH2:5][C:4]([OH:35])=[O:3])=[O:34])=[O:25])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69293876HCID 69293876, compound

Product 1

HCID 69293871HCID 69293871, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound 8 was prepared using General Procedure A with diester 29 (1.32 g, 2.66 mmol) and an aqueous NaOH solution (0.85 g, 21.29 mmol in 10 mL of H2O) in methanol (10 mL). The desired diacid (8) was obtained in 96% (1.12 g) yield as a colorless syrup. 1H NMR (CDCl3): δ 7.32 (m, 5H, ArH), 6.59 (s, 1H, NH), 5.54 (s, 1H, NH), 5.08 (s, 2H, OCH2Ar), 4.18 (m, 1H, CH), 3.69 (m, 4H, CH2O), 3.56 (m, 2H, CH2O), 3.45 (m, 4H, CH2NHCO and CH2O), 2.55 (m, 4H, CH2O), 2.43 (m, 2H, CH2CO); ESI-MS m/z 475[M+Cl]−; 463[M+Na]+, 441 [M+H]+, 439[M−H]−.

Workup

  1. customThe compound 8 was prepared

Sources & evidence

ORD record
ord-7e3479aa1e264c84b954c84b0aa12985
Source dataset
uspto-grants-2011_01
Patent number
US07862807B2

Reaction notes

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