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ChemicalBook CAS DataBase List 4-(HYDROXYMETHYL)CYCLOHEXANONE
38580-68-6

4-(HYDROXYMETHYL)CYCLOHEXANONE synthesis

6synthesis methods
1,10-Undecanediol

10596-05-1

4-(Hydroxymethyl)cyclohexanol (cis- and trans- mixture)

33893-85-5

2-UNDECANOL

1653-30-1

4-(HYDROXYMETHYL)CYCLOHEXANONE

38580-68-6

Example 5: Ce(IV)/PFCP (50 mg, 0.027 mmol) and NaBrO3 (200 mg) were dispersed and dissolved in acetic acid. Subsequently, 1,10-undecanediol (1.0 mmol) and 4-hydroxymethylcyclohexanol (1.0 mmol) were added, respectively. The reaction mixture was heated at 55°C for 3 hours. Upon completion of the reaction, the products were purified by column chromatography to afford 10-undecan-1-ol (154 mg, 82% yield) and 4-hydroxymethylcyclohexanone (93 mg, 73% yield).

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Yield:38580-68-6 73%

Reaction Conditions:

with NaBrO3;acetic acid in Ce

Steps:

5 EXAMPLE 5
EXAMPLE 5 To acetic acid in which Ce (IV)/PFCP (50 mg, 0.027 mmole) and 200 mg of NaBrO3 were dispersed and dissolved, 1.0 mmole of 1,10-undecane diol and 1.0 mmole of 4-hydroxymethyl cyclohexanol were added, respectively. The reaction mixture was heated for three hours at 55° C. and the product was purified with a column chromatography to yield 154 mg (82% yield) of 10-undecane-1-ol and 93 mg (73% yield) of 4-hydroxymethyl cyclohexanone.

References:

E. I. Du Pont de Nemours and Company US4617153, 1986, A

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