Cycloheptanone → HCID 10909616, compound

HRID 1075420Notes

Reaction equation

HRID 1075420 reaction equation
[C:1]1(=O)[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[CH2:3][CH2:2]1.C1(=O)CCCCCC1>>[CH:1]1[CH2:2][CH:3]=[C:4]2[C:10]=1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2

Participants

3

Reactant 2

HCID 10400CycloheptanoneHCID 698573,4,5,6,7,8-Hexahydroazulen-1(2H)-one

Product 1

HCID 10909616HCID 10909616, compoundYield 98%

Procedure

14 grams of 2,4,5,6,7,8-hexahydroazulene, (compound Ia with n=5) are obtained with a yield of 98% from the product (VI) and of 40% from the starting cycloheptanone, which has the following NMR spectrum: 1H-NMR (CDCl3, δ ppm rel. TMS): 5.96 (s, br, 2H); 2.84 (t, 2H, J=2Hz); 2.47 (m, 4H); 1.61 (m, 6H).

Sources & evidence

ORD record
ord-5c2fd6f6883941bb9431440b03753a59
Source dataset
uspto-grants-1999_05
Patent number
US05900517

Reaction notes

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