Methylparaben → HCID 67545132, compound

HRID 1913808Notes

Reaction equation

HRID 1913808 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[CH2:6][O:7]S(C)(=O)=O.[CH3:12][O:13][C:14](=[O:22])[C:15]1[CH:20]=[CH:19][C:18](O)=[CH:17][CH:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CN1C(=O)CCC1>O>[CH3:12][O:13][C:14](=[O:22])[C:15]1[CH:20]=[CH:19][C:18]([O:7][CH2:6][C@@H:2]2[CH2:3][CH2:4][CH2:5][O:1]2)=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 7456MethylparabenHCID 10796Cesium carbonateHCID 13387N-methyl-2-pyrrolidoneHCID 18649743(S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonate

Product 1

HCID 67545132HCID 67545132, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of methanesulfonic acid (S)-1-(tetrahydrofuran-2-yl)methyl ester (7.6 g), 4-hydroxybenzoic acid methyl ester (6.4 g), cesium carbonate (20 g) and NMP (100 ml) was heated to 75° C. for 12 hours. The cooled reaction mixture was admixed with water and extracted with ethyl acetate. The organic phase was washed three times with water, dried over magnesium sulfate and concentrated. The product was thus obtained with the molecular weight of 236.27 (C13H16O4); MS (ESI): 237 (M+H+).

Workup

  1. customThe cooled reaction mixture
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed three times with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe product was thus obtained with the molecular weight of 236.27 (C13H16O4)

Sources & evidence

ORD record
ord-cc8bd558ea774d2eb5a41f26b98b3749
Source dataset
uspto-grants-2013_12
Patent number
US08609731B2

Reaction notes

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