Chloromethyl Methyl Ether → HCID 20285666, compound

HRID 904442

Reaction equation

HRID 904442 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-bfa9f137c6ae4d9f87855118d2cfb931
Source dataset
uspto-grants-1980_10
Patent number
US04230872

Linked notes

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