Aluminum isopropoxide → HCID 10749375, compound

HRID 846531Notes

Reaction equation

HRID 846531 reaction equation
CC(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-].[C:14]([CH2:19][CH:20]1[C:25](=[O:26])[CH:24]=[C:23]([CH3:27])[CH2:22][CH2:21]1)(OCC)=[O:15].O1C2C=CCCC2CC1=O>C1(C)C=CC=CC=1>[CH3:27][C:23]1[CH2:22][CH2:21][C@H:20]2[CH2:19][C:14](=[O:15])[O:26][C@H:25]2[CH:24]=1

Participants

5

Reactant 3

HCID 11143Aluminum isopropoxideHCID 12368300HCID 12368300, compoundHCID 216716086-(Carbethoxymethyl)-3-methyl-2-cyclohexen-1-one

Product 1

HCID 10749375HCID 10749375, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The reaction of 18.73 g (91.7 mmoles) of aluminum isopropoxide in 150 ml of toluene with 3.0 g (15.3 mmoles) of 6-(carbethoxymethyl)-3-methyl-2-cyclohexen-l-one was conducted in a similar manner to the synthesis of 3a,4,5,7a-tetrahydro-2(3H)-benzofuranone described in Example I. The crude material was purified by Kugelrohr distillation (bp 55°-80° C./0.0l mm Hg) to yield 1.7 g (74%) of cis 6-methyl-3a,4,5,7a-tetrahydro-2(3H)-benzofuranone, as confirmed by NMR and IR data.

Workup

  1. distillationThe crude material was purified by Kugelrohr distillation (bp 55°-80° C./0.0l mm Hg)

Sources & evidence

ORD record
ord-b1ba52e8fd4b4b16bdf3c43b6f790342
Source dataset
uspto-grants-1992_08
Patent number
US05137035

Reaction notes

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