Aluminum isopropoxide → HCID 86746049, compound

HRID 846532Notes

Reaction equation

HRID 846532 reaction equation
[CH3:1][CH:2](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]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:22][CH2:21]1)([O:16]CC)=O.O1C2C=CCCC2CC1=O>C1(C)C=CC=CC=1>[C:27]1([C:23]2[CH2:22][CH2:21][C@H:20]3[CH2:19][C:14](=[O:16])[O:26][C@H:25]3[CH:24]=2)[CH:28]=[CH:29][CH:30]=[CH:2][CH:1]=1

Participants

5

Reactant 3

HCID 11143Aluminum isopropoxideHCID 12368300HCID 12368300, compoundHCID 216716096-(Carbethoxymethyl)-3-n-butyl-2-cyclohexen-1-one

Product 1

HCID 86746049HCID 86746049, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The reaction of 7.12 g (34.8 mmoles) of aluminum isopropoxide in 100 ml of toluene with 1.5 g (5.8 mmoles) of 6-(carbethoxymethyl)-3-n-butyl-2-cyclohexen-1-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 crystallization from hexane to yield 1.04 g (84%) of cis 6-phenyl-3a,4,5,7a-tetrahydro-2(3H)-benzofuranone, mp 90°-92° C. NMR and IR confirm the structure of the compound.

Workup

  1. customThe crude material was purified by crystallization from hexane

Sources & evidence

ORD record
ord-9ba4f937d3bb49a7bc2a5fda5a2fe91b
Source dataset
uspto-grants-1992_08
Patent number
US05137035

Reaction notes

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