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1-Dodecanol → Lactic Acid

HRID 457253
Notes
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Reaction equation

HRID 457253 reaction equation
[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[NH4+].CCCCCCCC[N:16](CCCCCCCC)CCCCCCCC.C(O)CCCCCCCCCCC>>[C:1]([O-:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[NH4+:16].[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3]
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 81931-DodecanolHCID 14227TrioctylamineHCID 62358Ammonium Lactate

Product 2

HCID 612Lactic AcidHCID 62358Ammonium Lactate

Conditions

Temperature
160 °C

Procedure

The procedure described in Example 1 was followed except that the reaction solution consisted of 10 g of a 70% solution of ammonium lactate, 45 g tricaprylamine, and 5 g dodecanol. The reaction mixture was heated for 2 hours at 160° C. and atmospheric pressure, resulting in a conversion of about 98% from ammonium lactate to lactic acid. Some of the dodecanol also reacted with lactic acid to form an ester. The conversion from ammonium lactate to lactic acid plus lactic acid ester was about 99%.

Sources & evidence

ORD record
ord-b407da3550d84f0ebf03fcad71319dc5
Source dataset
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07186856B2

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes