Sodium Hydroxide → HCID 178525418, compound

HRID 2174355Notes

Reaction equation

HRID 2174355 reaction equation
C[O:2][C:3](=[O:30])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]([C:25]1[NH:29][N:28]=[N:27][N:26]=1)[C:20]1[NH:24][N:23]=[N:22][N:21]=1.[OH-].[Na+]>CO.O.Cl>[NH:26]1[C:25]([CH:19]([C:20]2[NH:21][N:22]=[N:23][N:24]=2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:30])=[O:2])=[N:29][N:28]=[N:27]1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 178500256HCID 178500256, compound

Product 1

HCID 178525418HCID 178525418, compoundYield 32.3%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

17,17-Bis(5-tetrazolyl)heptadecanoic acid methyl ester (1.70 g, 4.04 mmol) was dissolved in MeOH (40 ml), and a solution of NaOH (1.17 g, 29 mmol) in water (3 ml) was added. After stirring at room temperature for 19 h no more starting ester could be detected by 1H NMR, and the mixture was diluted with a mixture of water (130 ml) and 1N HCl (50 ml). The product was isolated by filtration, washed with water, and recrystallized from boiling MeCN (40 ml), to yield 0.53 g (32%) of the title compound as a solid. From the mother liquor more product (0.39 g) could be obtained. Total yield: 0.92 g, 56%.

Workup

  1. customThe product was isolated by filtration
  2. washwashed with water
  3. customrecrystallized

Sources & evidence

ORD record
ord-1c549b4a848546b4a90ad856a47aa554
Source dataset
uspto-grants-2015_06
Patent number
US09061067B2

Reaction notes

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