Oxalic Acid → HCID 11391001, compound

HRID 2058984Notes

Reaction equation

[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].C(O)(=O)C(O)=O.[CH2:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[C:20]1([CH:19]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][C:2]=2[OH:11])[CH3:18])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

Reactant 3

HCID 971Oxalic Acid

HCID 7501Styrene

HCID 86632-Naphthol

Product 1

HCID 11391001HCID 11391001, compoundYield 86%

Conditions

Temperature: 130 °C

Procedure

Using a stirred reactor, a mixture of 144 parts of 2-naphthol and 5 parts of oxalic acid is heated to 130° C., while stirring, and 104 parts of styrene are added continuously over one hour. The mixture is then stirred for three hours at 130° C. After completion of the reaction, the mixture is distilled under reduced pressure, giving 213 parts (86% of theory) of 1(α-phenylethyl)-2-naphthol (boiling point 172/176° C./0.2 mbar). The conversion is 90 percent.

Workup

stirringThe mixture is then stirred for three hours at 130° C
customAfter completion of the reaction
distillationthe mixture is distilled under reduced pressure

Sources & evidence

ORD record: ord-db45d4a8b6594d94811902c3d81954a4
Source dataset: uspto-grants-1982_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04320235

Reaction notes

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