Butanal → 3-Methyl-3,5-heptanediol

HRID 430482

Reaktionsgleichung

Reaktionsgleichung von HRID 430482
[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4].C(=O)[CH:7]([CH3:9])C.[CH3:11][C:12](C)(C(O)C(C)C)CO.C(C(C(O)CCC)C[OH:25])C.CC(C)(C(O)CCC)CO.C(C(C(O)C(C)C)CO)C.C(C(C(C)(O)CC)CO)C.CCC(O)CC(O)CCC.CC(C)(C(C)(O)CC)CO.CC(C(O)CC(O)CC)C>CC(=O)CC>[CH3:4][C:3]([OH:25])([CH2:2][CH:1]([OH:5])[CH2:7][CH3:9])[CH2:11][CH3:12]

Komponenten

12

Edukt 10

HCID 261ButanalHCID 6561IsobutyraldehydeHCID 72112-Ethyl-1,3-HexanediolHCID 89462,2,4-Trimethyl-1,3-pentanediolHCID 895692,2-Dimethyl-1,3-hexanediolHCID 98128093,5-OctanediolHCID 109536602-Ethyl-4-methyl-1,3-pentanediolHCID 219086432,2,3-Trimethyl-1,3-pentanediolHCID 223239452-Methyl-3,5-heptanediolHCID 223239542-Ethyl-3-methyl-1,3-pentanediol

Produkt 1

HCID 2512633-Methyl-3,5-heptanediol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel2×

Versuchsvorschrift

The reaction of Condition A above is repeated, except that about one mole each of butyraldehyde, isobutyraldehyde, and 2-butanone are used. The condensation and reduction proceed analogously to yield a mixture of 8-carbon-1,3-diols primarily consisting of: 2,2,4-trimethyl-1,3-pentanediol; 2-ethyl-1,3-hexanediol; 2,2-dimethyl-1,3-hexanediol; 2-ethyl-4-methyl-1,3-pentanediol; 2-ethyl-3-methyl-1,3-pentanediol; 3,5-octanediol; 2,2,3-trimethyl-1,3-pentanediol; 2-methyl-3,5-heptanediol; and 3-methyl-3,5-heptanediol, along with other minor isomers resulting from condensation on the methylene of 2-butanone instead of the methyl.

Aufarbeitung

  1. customThe reaction of Condition A
  2. customThe condensation and reduction
  3. customto yield

Quellen und Nachweise

ORD-Eintrag
ord-151a6f1e570e4388ae0a7f4614e2d047
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06323172B1

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