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Phosphoric Acid → 2-[(Octan-2-yl)oxy]ethan-1-ol

HRID 431306
Notes
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Reaction equation

HRID 431306 reaction equation
[CH2:1]([C:7]1([CH3:12])[O:11][CH2:10][CH2:9][O:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].P(=O)(O)(O)O>[Pd]>[CH3:12][CH:7]([O:8][CH2:9][CH2:10][OH:11])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 703071,3-Dioxolane, 2-hexyl-2-methyl-

Product 1

HCID 221460082-[(Octan-2-yl)oxy]ethan-1-olYield 100.2%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

2-Hexyl-2-methyl-1,3-dioxolane (30 g, 0.17 mol), the palladium catalyst (2) (2.2 g) and phosphoric acid (110 mg) were charged in a 70-mL autoclave, followed by a reaction under a hydrogen pressure of 10 MPa at 150° C. for 5 hours. After completion of the reaction, the catalyst was removed by filtration to obtain a crude product (29.7 g).

Workup

  1. customfollowed by a reaction under a hydrogen pressure of 10 MPa at 150° C. for 5 hours
  2. customAfter completion of the reaction
  3. customthe catalyst was removed by filtration

Sources & evidence

ORD record
ord-45a7de8f03884b129f1c2c5dee235151
Source dataset
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06657089B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes