Cyclohexanone → HCID 2724782, compound

HRID 2371756Notes

Reaction equation

HRID 2371756 reaction equation
[C:1]1(=[O:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O=[CH:9][C@@H:10]([C@H:12]([C@@H:14]([C@@H:16]([CH2:18][OH:19])[OH:17])[OH:15])[OH:13])[OH:11]>S(=O)(=O)(O)O>[CH2:4]1[CH2:5][CH2:6][C:1]2([O:11][CH:10]([C@H:12]3[O:13][C@@H:18]4[O:19][C:1]5([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]5)[O:17][C@@H:16]4[C@H:14]3[OH:15])[CH2:9][O:7]2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 7967CyclohexanoneHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 2724782HCID 2724782, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
35 °C

Procedure

To 758 g (7.7 moles) of cyclohexanone were added 260 g (1.44 moles) of anhydrous dextrose, followed by 20 ml of concentrated sulfuric acid. The mixture was heated to 35° C. and monitored by TLC. The flow rate of the desired product using Solvent A was Rf =0.95.

Sources & evidence

ORD record
ord-91505f54542544cfa43a3f66e395c22e
Source dataset
uspto-grants-1992_03
Patent number
US05095104

Reaction notes

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