Acetaldehyde → HCID 68724806, compound

HRID 1471406Notes

Reaction equation

HRID 1471406 reaction equation
CC[C:3]([C:5]1[C:6]2([CH2:11][CH:12]=[CH:13][C:14]=1[CH3:15])[CH2:10][CH2:9][CH2:8][CH2:7]2)=[O:4].[Li+].CC([N-][CH:21]([CH3:23])[CH3:22])C.C(=[O:26])C>CCCCCC.CC(OC)(C)C>[OH:26][CH:21]([CH3:22])[CH2:23][C:3]([C:5]1[C:6]2([CH2:11][CH:12]=[CH:13][C:14]=1[CH3:15])[CH2:10][CH2:9][CH2:8][CH2:7]2)=[O:4]

Participants

5

Reactant 3

HCID 177AcetaldehydeHCID 2724682Lithium diisopropylamideHCID 68724101HCID 68724101, compound

Product 1

HCID 68724806HCID 68724806, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 21982663Methyl t-butylether hexaneSolvent

Procedure

Prepared in 68% yield after FC (300 g SiO2, hexane/MTBE 4:1 to 3:1) from methyl 1-(7-methylspiro[4.5]deca-6,8-dien-6-yl)ethanone (2.25 g, 11.8 mmol), LDA, acetaldehyde as described in Example 10.

Sources & evidence

ORD record
ord-5fabb2cc24ab410788abe5bef0ce871d
Source dataset
uspto-grants-2015_04
Patent number
US09012391B2

Reaction notes

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