HCID 15143423, compound → HCID 13685437, compound

HRID 1493093Notes

Reaction equation

HRID 1493093 reaction equation
C([O:8][CH2:9][C@H:10]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH3:11])C1C=CC=CC=1>[Pd].C(O)C>[CH2:13]([O:12][C@H:10]([CH3:11])[CH2:9][OH:8])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 1

HCID 15143423HCID 15143423, compound

Product 1

HCID 13685437HCID 13685437, compoundYield 72.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture liquid of the above (R)-1-benzyloxy-2-hexyloxy-propane (25 g),palladium/carbon catalyst (2.0 g) and ethanol (200 ml) was subjected to hydrogenolysis. After completion of the reaction, the catalyst was filtered off, followed by concentrating the mother liquor, and distilling the concentrate under reduced pressure to obtain (R)-2-hexyloxy-1-propanol (b.p. 67°-68° C./4 mmHg) (11.6 g).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationby concentrating the mother liquor
  4. distillationdistilling the
  5. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-5d31cdb1a6644ed2a51519e74e855cb6
Source dataset
uspto-grants-1991_06
Patent number
US05021191

Reaction notes

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