1-Cyclopentene-1-carboxaldehyde → Methyl 6-(cyclopent-1-en-1-ylmethylene)-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

HRID 505707Notes

Reaction equation

HRID 505707 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:11](=[O:15])[CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=1)=[O:4].[C:16]1([CH:21]=O)[CH2:20][CH2:19][CH2:18][CH:17]=1>>[C:16]1([CH:21]=[C:10]2[CH2:9][CH2:8][C:7]3[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:14]=[CH:13][C:12]=3[C:11]2=[O:15])[CH2:20][CH2:19][CH2:18][CH:17]=1

Participants

3

Reactant 2

HCID 1386721-Cyclopentene-1-carboxaldehydeHCID 15309116Methyl 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

Product 1

HCID 66722894Methyl 6-(cyclopent-1-en-1-ylmethylene)-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylateYield 70%

Procedure

The title compound was prepared from 5-oxo-5,6,7,8-tetrahydronaphtalene-2-carboxylic acid methyl ester (396 mg, 1.9 mmol) and 1-cyclopentene carbaldehyde (220 mg, 2.0 mmol) according to Method A3 in 70% yield. ES-MS m/z 283 (M+H)

Sources & evidence

ORD record
ord-21216dbde452443dae937a5f90065219
Source dataset
uspto-grants-2010_08
Patent number
US07781428B2

Reaction notes

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