Tetralin → 1-Naphthyl hexanoate

HRID 1981109Notes

Reaction equation

[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1>>[C:1]([O:8][C:17]1[C:18]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:14]=[CH:15][CH:16]=1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

Reactant 2

HCID 8404Tetralin

HCID 8892Hexanoic Acid

Product 1

HCID 5888951-Naphthyl hexanoate

Procedure

The procedure of Example 2 was followed except that hexanoic acid (33 g.; 284 m mols) was used in place of octanoic acid and the reaction time was 31/2 hours. Analysis showed that about 55% of the tetralin was converted producing naphthyl hexanoate in 62% selectivity.

Workup

custom2 hours

Sources & evidence

ORD record: ord-248074c31ded446cae33124f520ce424
Source dataset: uspto-grants-1985_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04512927

Reaction notes

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