Trifluoroacetic acid → HCID 66662889, compound

HRID 1259488Notes

Reaction equation

HRID 1259488 reaction equation
[OH:1][CH2:2][CH:3]1[O:8][CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4]1.[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19]>C(Cl)Cl>[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19].[NH:5]1[CH2:6][CH2:7][O:8][CH:3]([CH2:2][OH:1])[CH2:4]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 5201202tert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylate

Product 1

HCID 66662889HCID 66662889, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate (1.1 g, 5.06 mmol) in DCM (15 mL) was treated with trifluoroacetic acid (2.5 mL, 10.1 mmol) and stirred at rt overnight. The reaction mixture was concentrated under reduced pressure to yield a thick oil (1.1 g, 94%): NMR (DMSO-d6) δ: 9.30 (1H, s), 4.95 (1H, s), 4.19-4.06 (1H, br s), 3.93 (1H, dd), 3.76-3.63 (2H, m), 3.47-3.32 (2H, m), 3.22-3.09 (3H, m), 3.92 (1H, td), 2.76 (1H, t).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-852fa29506de40d0af69003ae0fffe4e
Source dataset
uspto-grants-2013_06
Patent number
US08466283B2

Reaction notes

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