Hydrochloric Acid → HCID 23339562, compound

HRID 28224Notes

Reaction equation

HRID 28224 reaction equation
[OH:1][C:2]1([CH2:8][CH2:9][N:10]2[C:14](=[O:15])[CH2:13][S:12][CH:11]2[CH2:16][CH2:17][CH2:18][C:19]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[C:28](OC(=O)C)(=[O:30])[CH3:29].Cl>N1C=CC=CC=1>[C:28]([O:1][C:2]1([CH2:8][CH2:9][N:10]2[C:14](=[O:15])[CH2:13][S:12][CH:11]2[CH2:16][CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:26][CH:27]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1)(=[O:30])[CH3:29]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 1750274-(3-((2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid

Product 1

HCID 23339562HCID 23339562, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4-{3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazoldinyl]propyl}benzoic acid (3.9 g., 0.01 mole) and acetic anhydride (1.2 g., 0.012 mole) in pyridine (15 ml.) is kept at 25° C. for 5 days. It is then poured into 50 ml. of ice water and the mixture brought to pH 5.0 by the addition of 2 N hydrochloric acid. The oily product is extracted into chloroform and purified by column chromatography on silica gel with elution by 2% methanol in chloroform.

Workup

  1. additionIt is then poured into 50 ml
  2. extractionThe oily product is extracted into chloroform
  3. custompurified by column chromatography on silica gel with elution by 2% methanol in chloroform

Sources & evidence

ORD record
ord-ee973a6b01aa44e681ff9bbc758833d6
Source dataset
uspto-grants-1980_09
Patent number
US04225609

Reaction notes

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