Tetrahydrofuran → HCID 23697593, compound

HRID 1764172Notes

Reaction equation

HRID 1764172 reaction equation
CS([O:5][C@@H:6]1[CH2:10][CH:9]=[CH:8][C@H:7]1[CH2:11][C:12]([O:14]C)=[O:13])(=O)=O.O1CCCC1.[OH-].[Na+:22]>O>[OH:5][C@H:6]1[CH2:10][CH:9]=[CH:8][C@H:7]1[CH2:11][C:12]([O-:14])=[O:13].[Na+:22]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 18595436HCID 18595436, compound

Product 1

HCID 23697593HCID 23697593, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 0.290 g. (0.00124 mole) of racemic methyl trans-2-methylsulfonyloxy-4-cyclopentene-1-acetate in 10 ml. of tetrahydrofuran and 4 ml. of water at 0° C. was added dropwise, 1.00 ml. (0.0020 mole) of 2 N sodium hydroxide solution. The two-phased solution was vigorously stirred at 0° C. for 1 hr. and at room temperature for 16 hrs. to form racemic sodium cis-2-hydroxy-4-cyclopentene-1-acetate in admixture with racemic cis-2-hydroxy-4-cyclopentene-1-acetic acid lactone.

Workup

  1. waitand at room temperature for 16 hrs

Sources & evidence

ORD record
ord-4740640337504c839ceb92a0ca1ada21
Source dataset
uspto-grants-1978_09
Patent number
US04115452

Reaction notes

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