3,3'-Oxybis-1-propanol → HCID 102208439, compound

HRID 1784134Notes

Reaction equation

HRID 1784134 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][OH:9].F[C:11]([C:13]([C:19]([F:22])([F:21])[F:20])([C:15]([F:18])([F:17])[F:16])[F:14])=[O:12]>>[C:13]([C:11]([O:1][CH2:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][CH2:8][O:9][C:11]([C:13]([C:15]([F:16])([F:17])[F:18])([C:19]([F:20])([F:22])[F:21])[F:14])=[O:12])=[O:12])([C:19]([F:22])([F:21])[F:20])([C:15]([F:18])([F:17])[F:16])[F:14]

Participants

3

Reactant 2

HCID 328573,3'-Oxybis-1-propanolHCID 109000342,3,3,3-Tetrafluoro-2-(trifluoromethyl)propanoyl fluoride

Product 1

HCID 102208439HCID 102208439, compoundYield 92.1%

Procedure

HO(CH2)3O(CH2)3OH (10 g) was loaded into an autoclave and stirred in a sealed state, and FCOCF(CF3)2 (36.95 g) was fed over 7 hours at room temperature with occasional pauses for bubbling with nitrogen gas under unsealed conditions. After the feeding, the reaction solution was stirred at room temperature for 1 hour and bubbled with nitrogen gas under unsealed conditions. The reaction solution was neutralized with saturated aqueous NaHCO3 (100 mL) and extracted with R-225 (100 mL) in twice. The organic phase was washed with saturated aqueous NaHCO3 (50 mL) and further with saturated aqueous NaCl (50 mL). The organic phase was dried over magnesium sulfate and filtered to give 36.13 g of a crude liquid.

Workup

  1. customfor bubbling with nitrogen gas under unsealed conditions
  2. custombubbled with nitrogen gas under unsealed conditions
  3. extractionextracted with R-225 (100 mL) in twice
  4. washThe organic phase was washed with saturated aqueous NaHCO3 (50 mL) and further with saturated aqueous NaCl (50 mL)
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. filtrationfiltered

Sources & evidence

ORD record
ord-2bb76cb3b2ce428c869ec19cde483fb2
Source dataset
uspto-grants-2009_03
Patent number
US07501540B2

Reaction notes

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