Neopentyl glycol → HCID 89526187, compound

HRID 2278362Notes

Reaction equation

HRID 2278362 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[O:8])[S:5][CH:6]=1.S(O)(C1C=CC(C)=CC=1)(=O)=O.O.[CH3:21][C:22]([CH3:27])([CH2:25]O)[CH2:23][OH:24].C(=O)([O-])O.[Na+]>C1C=CC=CC=1.C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]2[O:24][CH2:23][C:22]([CH3:27])([CH3:25])[CH2:21][O:8]2)[S:5][CH:6]=1

Participants

7

Reactant 4

HCID 31344Neopentyl glycolHCID 877924-Bromothiophene-2-carbaldehydeHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 89526187HCID 89526187, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

4-bromothiophene-2-carbaldehyde (884 mg, 4.62 mmol), TsOH hydrate (44 mg, 0.231 mmol) and 2,2-dimethylpropane-1,3-diol (578 mg, 5.55 mmol) were dissolved in 9.2 mL benzene and refluxed in a Dean Stark apparatus for 5 hours. The mixture was cooled to 0° C. and aqueous sodium hydrogen carbonate was added. DCM was added and the phases separated with a phase extractor. The solvent was removed under reduced pressure to give the title compound.

Workup

  1. temperaturerefluxed in a Dean Stark apparatus for 5 hours
  2. customthe phases separated with a phase extractor
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-b5d1555245e141a8b8bb6c4f4756f211
Source dataset
uspto-grants-2015_09
Patent number
US09133157B2

Reaction notes

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