Trifluoroacetic acid → HCID 89614828, compound

HRID 1507755Notes

Reaction equation

HRID 1507755 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][C:9]([CH3:41])([C:34]([O:36]C(C)(C)C)=[O:35])[CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH2:30][CH2:31][O:32][CH3:33]>C(Cl)Cl>[CH3:8][C:9]([CH3:41])([C:34]([OH:36])=[O:35])[CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][O:26][CH2:27][CH2:28][O:29][CH2:30][CH2:31][O:32][CH3:33]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117642809HCID 117642809, compound

Product 1

HCID 89614828HCID 89614828, compoundYield 114.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (1.5 mL, 19.3 mmol) was added dropwise to a stirred solution of tert-butyl 25,25-dimethyl-2,5,8,11,14,17,20,23-octaoxahexacosan-26-oate (58) (0.48 g, 0.97 mmol) in DCM (5 mL), and the reaction was stirred at RT for 4 h. The volatiles were removed in vacuo to afford 25,25-dimethyl-2,5,8,11,14,17,20,23-octaoxahexacosan-26-oic acid (59) (0.49 g, 95%) as a colourless oil: 1H NMR (400 MHz, CDCl3) δ: 3.68-3.60 (m, 26H), 3.55-3.52 (m, 2H), 3.47 (s, 2H), 3.36 (s, 3H), 1.18 (s, 6H).

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-51a70b99e5b14980a897b50a7203de35
Source dataset
uspto-grants-2015_12
Patent number
US09221756B2

Reaction notes

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