Propylene Oxide → HCID 178520878, compound

HRID 862210Notes

Reaction equation

HRID 862210 reaction equation
[OH:1][CH2:2][C-:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1.[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13].CS(O)(=O)=O.[CH2:19]1[O:22][CH:20]1[CH3:21]>ClCCl>[OH:22][CH2:19][CH2:20][CH2:21][O:1][CH2:2][C-:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1.[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13]

Participants

5

Reactant 3

HCID 6378Propylene OxideHCID 6395Methanesulfonic AcidHCID 15798843HCID 15798843, compound

Product 1

HCID 178520878HCID 178520878, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

21.6 g hydroxymethylferrocene was dissolved in 250 ml dichloromethane and 2.16 g methanesulfonic acid was added. Then 5.8 g of propylene oxide was added dropwise at room temperature while stirring. After this addition was complete, the mixture was stirred for another 24 hours at room temperature. Then the mixture was washed several times with saturated sodium bicarbonate solution and with distilled water. After the solution was dried, the solvent was drawn off by vacuum and 22.5 g of the desired product obtained.

Workup

  1. additionAfter this addition
  2. stirringthe mixture was stirred for another 24 hours at room temperature
  3. washThen the mixture was washed several times with saturated sodium bicarbonate solution
  4. customAfter the solution was dried
  5. customobtained

Sources & evidence

ORD record
ord-de2f0d81f2d84a639e79e07ba1ebaaeb
Source dataset
uspto-grants-1998_02
Patent number
US05717122

Reaction notes

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