Formic Acid → HCID 54204432, compound

HRID 426527Notes

Reaction equation

HRID 426527 reaction equation
O[C:2]12[CH2:11][CH:7]([CH2:8][CH2:9][CH2:10]1)[CH:6]1[CH2:12][CH:3]2[CH2:4][CH2:5]1.S(=O)(=O)(O)O.[CH:18]([OH:20])=[O:19]>>[C:2]12([C:18]([OH:20])=[O:19])[CH2:11][CH:7]([CH2:8][CH2:9][CH2:10]1)[CH:6]1[CH2:12][CH:3]2[CH2:4][CH2:5]1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 1118Sulfuric AcidHCID 13070378HCID 13070378, compound

Product 1

HCID 54204432HCID 54204432, compoundYield 97.5%

Procedure

5 g of 1-hydroxytricyclo[4.3.1.12,5 ]undecane dissolved in 20 ml of formic acid was added dropwise with stirring to 40 ml of conc. sulfuric acid over a period of 1.5 hours while the temperature was kept at 0° to 10° C. The mixture was further stirred for 1 hour and allowed to stand. Separated solids were collected by filtration and dried to afford 5.7 g (yield: 97.5%) of tricyclo[4.3.1.12,5 ]undecane-1-carboxylic acid of the formula (1a). The data on the melting point, elemental analysis, IR, MS and 13C NMR spectra were in complete agreement with that in Example 1.

Workup

  1. additionwas added dropwise
  2. customwas kept at 0° to 10° C
  3. customSeparated solids
  4. filtrationwere collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-4084bb1ba2394ca2b5d2bad15265f636
Source dataset
uspto-grants-1979_10
Patent number
US04169953

Reaction notes

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