Diisobutylaluminum hydride → HCID 86609557, compound

HRID 502429Notes

Reaction equation

HRID 502429 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1I)[CH:7]=[O:8])[CH3:2].C(O[C:16](=O)[C:17]1[CH:22]=CC(I)=C(OCC)C=1)C.CC(C[AlH]CC(C)C)C>O=[Mn]=O>[CH:22]1([C:11]2[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][C:4]=2[O:3][CH2:1][CH3:2])[CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 14487Diisobutylaluminum hydrideHCID 23090718Ethyl 3-ethoxy-4-iodobenzoateHCID 72207183HCID 72207183, compound

Product 1

HCID 86609557HCID 86609557, compound

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

The necessary intermediate 4-Cyclopropyl-3-ethoxy-benzaldehyde was prepared as described in example 158, but using 3-ethoxy-4-iodo-benzaldehyde (synthesized from 3-ethoxy-4-iodo-benzoic acid ethyl ester (CAS NO. 741699-04-7) by DIBAL-H reduction followed by MnO2 oxidation) as starting material, as light brown oil.

Sources & evidence

ORD record
ord-a750cd6e9d7447e49141bec099a82f46
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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