Water → 1-(Hydroxymethyl)cyclohexan-1-ol

HRID 442049Notes

Reaction equation

N[CH2:2][C:3]1([OH:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[OH2:10]>>[OH:10][CH2:2][C:3]1([OH:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

Reactant 2

HCID 962Water

HCID 776141-(Aminomethyl)cyclohexan-1-ol

Product 1

HCID 2512591-(Hydroxymethyl)cyclohexan-1-ol

Procedure

Compounds of this type may be prepared from isophorone utilizing the methods described in U.S. Pat. Nos. 3,270,044 and 3,352,913 to form an amino methyl cyclohexanol which is then reacted with a carboxylic acid in a fusion cook by heating stoichiometric quantities of the amine and the acid until molten and stirring the molten mixture with a nitrogen sweep to drive off water vapor. The progress of the reaction is stopped when an acid number just below theoretical is obtained. Similarly, the carboxylate derivative can be formed from a hydroxymethyl cyclohexanol.

Workup

custombelow theoretical is obtained

Sources & evidence

ORD record: ord-bdd398d5c3704a7b95a78d2539cfe0b5
Source dataset: uspto-grants-1977_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04044033

Reaction notes

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