Dimethoxymethane → 1,1,2,3,3-pentamethyl-octahydro-4-(methoxymethoxy)-1H-indene

HRID 348506

Reaktionsgleichung

[CH3:1][C:2]1([CH3:15])[CH:10]2[CH:5]([CH:6]([OH:11])[CH2:7][CH2:8][CH2:9]2)[C:4]([CH3:13])([CH3:12])[CH:3]1[CH3:14].[CH3:16][O:17][CH2:18]OC>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:15])[CH:10]2[CH:5]([CH:6]([O:11][CH2:16][O:17][CH3:18])[CH2:7][CH2:8][CH2:9]2)[C:4]([CH3:13])([CH3:12])[CH:3]1[CH3:14]

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

A reaction flask was charged with 300 g (1.4 mole) 1,1,2,3,3-pentamethyl-hexahydro-4-indanol, 306 g (4 mole) dimethoxymethane, 0.25 liter toluene, and 3 g boron trifluoride etherate complex. The reaction mass was heated to 100° C. and methanol and lite organics were collected in a Dean Stark trap (337 g recovered). After aging the reaction for 3 hrs the reaction was cooled to 25° C. and acid catalyst was quenched with 100 g of 10% aqueous sodium carbonate. The mass was transferred to a separatory funnel and water washed. The organic layer was separated and purified by fractional distillation. The procedure affords a 55% yield (196 g) of 1,1,2,3,3-pentamethyl-octahydro-4-(methoxymethoxy)-1H-indene.

Aufarbeitung

custommethanol and lite organics were collected in a Dean Stark trap (337 g recovered)
customthe reaction for 3 hrs the reaction
temperaturewas cooled to 25° C.
customacid catalyst was quenched with 100 g of 10% aqueous sodium carbonate
customThe mass was transferred to a separatory funnel
washwater washed
customThe organic layer was separated
distillationpurified by fractional distillation

Quellen und Nachweise

ORD-Eintrag: ord-256ea41f8ab4403aa60e4a8cf865e6da
Quelldatensatz: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07176324B1

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