2-Thiophenemethanol → HCID 20475734, compound

HRID 905228Notes

Reaction equation

HRID 905228 reaction equation
[Br:1][CH2:2][C:3](Cl)=[O:4].[OH:6][CH2:7][C:8]1[S:9][CH:10]=[CH:11][CH:12]=1.C([O-])(O)=O.[Na+]>C1C=CC=CC=1>[Br:1][CH2:2][C:3]([O:6][CH2:7][C:8]1[S:9][CH:10]=[CH:11][CH:12]=1)=[O:4]

Participants

5

Reactant 3

HCID 694672-ThiophenemethanolHCID 89602Bromoacetyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 20475734HCID 20475734, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of bromoacetyl chloride (60 mmol) and 2-hydroxymethylthiophene (60 mmol) in benzene (100 ml) was heated under reflux for 90 min, the cold solution shaken with saturated NaHCO3 aq., the dried (MgSO4) solution evaporated and the residue fractionally distilled; yield 48%, b.p. 96° C./0.05 mmHg. 1H NMR (CDCl3) δ3.80 (CH2), 5.30 (OCH2), 7.00 and 7.26 (thiophene).

Workup

  1. temperatureunder reflux for 90 min
  2. dry with materialthe dried (MgSO4) solution
  3. customevaporated
  4. distillationthe residue fractionally distilled

Sources & evidence

ORD record
ord-3a1c9aa8b1ac44e1a2c9c5475ccd83ad
Source dataset
uspto-grants-1983_12
Patent number
US04423047

Reaction notes

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