Acetone → HCID 18534276, compound

HRID 1174571Notes

Reaction equation

HRID 1174571 reaction equation
C[N+]1([O-])[CH2:7][CH2:6][O:5]CC1.C(O)CC=CC[CH2:14][OH:15].[CH3:17][C:18]([CH3:20])=[O:19].CS(N)(=O)=[O:23]>O.C(O)(C)(C)C>[CH2:6]([OH:5])[CH2:7][CH:17]([OH:23])[CH:18]([OH:19])[CH2:20][CH2:14][OH:15]

Participants

7

Reactant 4

HCID 180AcetoneHCID 72879MethanesulfonamideHCID 82029Methyl morpholine oxideHCID 549321HCID 549321, compound

Product 1

HCID 18534276HCID 18534276, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6386tert-ButanolSolvent

Procedure

4-Methylmorpholine 4-oxide (50%) in water) was slowly added to a mixture of hex-3-ene-1,6-diol (7.2 g), acetone (77 ml), water (150 ml), tert-butanol (77 ml), methanesulfonamide (5.9 g) and potassium osmate (228 mg). After 12 hours, the mixture was concentrated and purified by column chromatography on silica gel (mobile phase: ethyl acetate/methanol 3:1). The product with a molecular weight of 150.18 (C6H14O4) was obtained in this way; MS (ESI): 151 (M+H+).

Workup

  1. concentrationthe mixture was concentrated
  2. custompurified by column chromatography on silica gel (mobile phase: ethyl acetate/methanol 3:1)
  3. customThe product with a molecular weight of 150.18 (C6H14O4) was obtained in this way

Sources & evidence

ORD record
ord-1d091e8a3e064496a54443b736f1cab6
Source dataset
uspto-grants-2010_11
Patent number
US07838528B2

Reaction notes

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