Cyclohexanone → HCID 11333556, compound

HRID 1797013Notes

Reaction equation

HRID 1797013 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O:8]1[C:12]2([CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[O:11][CH2:10][CH2:9]1>C(OCC)C>[C:1]1([N:15]2[CH2:16][CH2:17][C:12]3([O:11][CH2:10][CH2:9][O:8]3)[CH2:13][CH2:14]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

Participants

4

Reactant 2

HCID 7967CyclohexanoneHCID 674351,4-Dioxa-8-azaspiro(4.5)decane

Product 1

HCID 11333556HCID 11333556, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

54 ml (0.5 mole) of cyclohexanone together with 200 ml (1.5 mole) of 1,4-dioxa-8-aza-spiro[4.5]decane III were dissolved in 0.5 l of diethyl ether and stirred for half an hour to form the compound 8-cyclohex-1-enyl-1,4-dioxa-8-aza-spiro[4.5]decane IV. 31 ml of titanium tetrachloride in 0.5 l of n-hexane were then added dropwise at 0° C. within 60 minutes. After the addition the reaction mixture was heated slowly to 20° C. and stirred for a further 24 hours. The precipitate formed was filtered off under suction and discarded. The filtrate was concentrated by evaporation and directly reacted further. The yield was 83 g (0.37 mole, 71%).

Sources & evidence

ORD record
ord-4ce614fb113547859b1587fdd2ca3a45
Source dataset
uspto-grants-2006_04
Patent number
US07034041B2

Reaction notes

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