Chloromethyl Methyl Ether → HCID 20285666, compound

HRID 460946

Reaction equation

HRID 460946 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH3:8])=[CH:5][C:6]=1[CH3:7].CO[CH2:11][Cl:12]>C(O)(=O)C>[CH3:8][C:4]1[S:3][C:2]([CH3:1])=[C:6]([CH3:7])[C:5]=1[CH2:11][Cl:12]

Participants

4

Reactant 2

HCID 7864Chloromethyl Methyl EtherHCID 745312,3,5-Trimethylthiophene

Product 1

HCID 20285666HCID 20285666, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

24.6 G. of 2,3,5-trimethyl-thiophene, 14.8 g. of freshly distilled chloromethyl methyl ether and 52 g. of glacial acetic acid were combined in a glass pressure bottle and stirred at room temperature for 41/2 hours. The resulting reaction mixture was poured into ice water, stirred for 10 min. and extracted with benzene. The combined benzene extracts were washed twice with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated. The resulting 2,4,5-trimethyl-3-chloromethyl-thiophene was used for the next step without any further purification.

Workup

  1. customThe resulting reaction mixture
  2. stirringstirred for 10 min.
  3. extractionextracted with benzene
  4. washThe combined benzene extracts were washed twice with saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe resulting 2,4,5-trimethyl-3-chloromethyl-thiophene was used for the next step without any further purification

Sources & evidence

ORD record
ord-dd0a15bced474c32bde15147eb329c83
Source dataset
uspto-grants-1977_12
Patent number
US04061656

Linked notes

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