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5-Cyclododecylidenepentanoic acid → 5-Cyclododecylpentanoic acid

HRID 27304
Notes
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Reaction equation

HRID 27304 reaction equation
[C:1]1(=[CH:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)(=O)C.[Pt]=O>[CH:1]1([CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 233444885-Cyclododecylidenepentanoic acid

Product 1

HCID 233444585-Cyclododecylpentanoic acidYield 96.9%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

From Example 9Ci above, 0.276 g (0.001 mole) of 5-cyclododecylidene pentanoic acid was dissolved in 30 ml of glacial acetic acid. Platinum oxide (0.027 g) was added and the mixture was hydrogenated on a sloping-manifold hydrogenation apparatus for 3 hr at room temperature. The resultant mixture was then filtered through Celite (diatomaceous earth). The solvent was removed in vacuo to yield 0.26 g (93.8%) of 5-cyclododecylpentanoic acid having the following physical characteristics:

Workup

  1. filtrationThe resultant mixture was then filtered through Celite (diatomaceous earth)
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-e6c20d51d5c64878ad6f633a5606bfa5
Source dataset
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04220795

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes