tert-Butanol → HCID 178435351, compound

Reaction equation

[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH2:13][CH3:14])[C:9](=[O:15])CCC2)[CH3:2].C[C:17]([CH3:20])([O-:19])[CH3:18].[K+].C([OH:26])(C)(C)C>>[CH2:13]([C:12]1[CH:11]=[C:18]2[C:5](=[CH:4][C:3]=1[CH2:1][CH3:2])[C:10](=[O:26])[C:9]([OH:15])=[CH:20][C:17]2=[O:19])[CH3:14]

Participants

Reactant 3

HCID 6386tert-Butanol

HCID 123663996,7-Diethyl-3,4-dihydronaphthalen-1(2H)-one

HCID 23665647Potassium tert-butoxide

Product 1

HCID 178435351HCID 178435351, compoundYield 63%

Procedure

Autoxidation of 6,7-diethyl-1-tetralone (48g; 0.24 mole) with potassium t-butoxide in t-butanol as described in example 8(b) afforded 34.60g (63%) of the title compound. Recrystallization from aqueous ethanol in the presence of charcoal gave a yellow crystalline solid of m.p. 105°-109° C. (Found; C, 70.45; H, 6.10; C14H14O3 1/2H2O requires; C, 70.28; H, 6.32%).

Sources & evidence

ORD record: ord-7be29450931f4b71bd4d0b4f9b7e7fd1
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04014907

Reaction notes

Loading…