Water → 3-formyl-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol

HRID 259187Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259187
S1CCS[CH:2]1[C:6]1[CH:7]=[C:8]([OH:23])[C:9]2[CH:14]3[CH2:15][C:16]([CH3:19])=[CH:17][CH2:18][CH:13]3[C:12]([CH3:21])([CH3:20])[O:11][C:10]=2[CH:22]=1.B(F)(F)F.[OH2:28]>O1CCCC1>[CH:2]([C:6]1[CH:7]=[C:8]([OH:23])[C:9]2[CH:14]3[CH2:15][C:16]([CH3:19])=[CH:17][CH2:18][CH:13]3[C:12]([CH3:20])([CH3:21])[O:11][C:10]=2[CH:22]=1)=[O:28]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6356Boron trifluorideHCID 214233483-(1,3-dithiolan-2-yl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol

Produkt 1

HCID 214233543-formyl-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3-(1,3-dithiolan-2-yl)-6a,7,10,10 a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol (VI) in the fourth step is then treated with mercuric oxide and boron trifluoride in an aqueous reaction medium containing an organic solvent which is water miscible, such as tetrahydrofuran. The oxidative cleavage is effected at room temperature to produce 3-formyl-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[ b,d]pyran-1-ol which can then be isolated by routine means.

Aufarbeitung

  1. additioncontaining an organic solvent which
  2. customis effected at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-ad2c31a7af684393b21ae06f7792c6d6
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036857

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