Trifluoroacetic acid → Rac.-1-hydroxy-2,6,10-trimethylundecan-4-one

Reaction equation

C([O:5][CH2:6][CH:7]([CH3:20])[CH2:8][C:9](=[O:19])[CH2:10][CH:11]([CH3:18])[CH2:12][CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])(C)(C)C.FC(F)(F)C(O)=O>>[OH:5][CH2:6][CH:7]([CH3:20])[CH2:8][C:9](=[O:19])[CH2:10][CH:11]([CH3:18])[CH2:12][CH2:13][CH2:14][CH:15]([CH3:16])[CH3:17]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 20349059HCID 20349059, compound

Product 1

HCID 20349049Rac.-1-hydroxy-2,6,10-trimethylundecan-4-one

Procedure

Treatment of rac.-1-tert. butoxy-2,6,10-trimethylundecan-4-one with trifluoroacetic acid followed by alkali using the procedure described in Example 6 gave rac.-1-hydroxy-2,6,10-trimethylundecan-4-one as a pale-yellow oil.

Sources & evidence

ORD record: ord-5aa4becf03534fe98ffa98c0ca9ff2a9
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04191842

Reaction notes

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