Water → HCID 178455236, compound

HRID 1620936Notes

Reaction equation

HRID 1620936 reaction equation
[Si:1]([O:8][CH2:9][C@@H:10]([NH2:17])[CH2:11][CH2:12][C:13]([F:16])([F:15])[F:14])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(O[CH:21](O)[C:22]([F:25])([F:24])[F:23])C.O>C1C=CC=CC=1>[Si:1]([O:8][CH2:9][C@@H:10](/[N:17]=[CH:21]/[C:22]([F:25])([F:24])[F:23])[CH2:11][CH2:12][C:13]([F:14])([F:16])[F:15])([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 9897Ethanol, 1-ethoxy-2,2,2-trifluoro-HCID 57446952HCID 57446952, compound

Product 1

HCID 178455236HCID 178455236, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of (2S)-1-{[tert-butyl(dimethyl)silyl]oxy}-5,5,5-trifluoro-pentan-2-amine (3.00 g, 11.06 mmol) and trifluoroacetaldehyde ethyl hemiacetal (1.6 g, 11.1 mmol) in benzene (20 mL) was refluxed for 2 hours during which time water was collected in a Dean-Stark trap. The solvent was removed in vacuo yielding crude (2S)-1-{[tert-butyl(dimethyl)silyl]oxy}-5,5,5-trifluoro-N-[(1E)-2,2,2-trifluoroethylidene]pentan-2-amine.

Workup

  1. customwas collected in a Dean-Stark trap
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ef9371a8c52d4a75ad413473ea258222
Source dataset
uspto-grants-2014_07
Patent number
US08772336B2

Reaction notes

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