Sodium Hydroxide → HCID 57661609, compound

HRID 2400316Notes

Reaction equation

HRID 2400316 reaction equation
[C:1]([O:5][C:6]([C:8]1[S:9][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27]C)=[O:26])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].OS([O-])(=O)=O.[Na+]>CO.O>[C:1]([O:5][C:6]([C:8]1[S:9][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 516919Sodium BisulfateHCID 57661613HCID 57661613, compound

Product 1

HCID 57661609HCID 57661609, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent3×

Procedure

5-(12-Methoxycarbonyl-dodecyl)-thiophene-2-carboxylic acid tert-butyl ester (75 mg, 0.13 mmol) was dissolved in methanol (2 mL). A 20% solution of NaOH in water (0.36 mL) was added and the mixture was stirred at room temperature for 1 hour. Water (10 mL) was added and the mixture was acidified by the addition of 2 mL of a 10% solution of NaHSO4 in water. The precipitate was isolated by centrifuge and dried in vacuo, to yield 5-(12-carboxydodecyl)-thiophene-2-carboxylic acid tert-butyl ester, which was contaminated with some starting material was used in the subsequent step without any further purification.

Workup

  1. customThe precipitate was isolated by centrifuge
  2. customdried in vacuo

Sources & evidence

ORD record
ord-d94d8bc1b793467db7fd70445270bd29
Source dataset
uspto-grants-2014_08
Patent number
US08796205B2

Reaction notes

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