HCID 44511908, compound → (2S,3R,4S)-2,3,4-Trihydroxycyclohexanone

HRID 389372Notes

Reaction equation

HRID 389372 reaction equation
[OH:1][C@@H:2]1[C@@H:7]([OH:8])[C@H:6]([OH:9])[C:5](=[O:10])[CH:4]=[CH:3]1.[H][H]>>[OH:8][C@H:7]1[C@H:6]([OH:9])[C@@H:5]([OH:10])[CH2:4][CH2:3][C:2]1=[O:1]

Participants

3

Procedure

The present embodiment relates a method for producing catechol in which 2-deoxy-scyllo-inosose is dehydrated while heating to give (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexene-1-one, and then the (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexene-1-one is reduced with hydrogen in the presence of a metal catalyst to give (2S,3R,4S)-2,3,4-trihydroxycyclohexane-1-one represented by the following formula (3), and then the (2S,3R,4S)-2,3,4-trihydroxycyclohexane-1-one is dehydrated while heating. In the method of this Embodiment, catechol is produced by the reaction represented by the formula (7).

Sources & evidence

ORD record
ord-76ec2c7126544d2a8c1da54e22d2a8ae
Source dataset
uspto-grants-2013_02
Patent number
US08378146B2

Reaction notes

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