2,2,2-Trifluoro-1-methoxyethanol → HCID 87345804, compound

HRID 1620948Notes

Reaction equation

HRID 1620948 reaction equation
[Si:1]([O:8][CH2:9][C@@H:10]([NH2:14])[CH2:11][CH2:12][CH3:13])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].CO[CH:17](O)[C:18]([F:21])([F:20])[F:19]>C1C=CC=CC=1>[Si:1]([O:8][CH2:9][C@@H:10]([N:14]=[CH:17][C:18]([F:21])([F:20])[F:19])[CH2:11][CH2:12][CH3:13])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 98922,2,2-Trifluoro-1-methoxyethanolHCID 57515779HCID 57515779, compound

Product 1

HCID 87345804HCID 87345804, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of (S)-1-(tert-butyldimethylsilanyloxymethyl)-butylamine (27 g, 126 mmol) and trifluoroacetaldehyde methyl hemiacetal (17.2 g, 132 mmol) in benzene (250 mL) was heated at reflux, using a Dean-Stark trap to remove water. After 2 hours, no more water was collected. The reaction mixture was cooled and concentrated to give (S)-[1-(tert-butyldimethylsilanyloxymethyl)-butyl]-(2,2,2-trifluoroethylidene)-amine which was used in the next step without further purification or extended drying due to its volatility.

Workup

  1. temperaturewas heated
  2. temperatureat reflux
  3. customto remove water
  4. customno more water was collected
  5. temperatureThe reaction mixture was cooled
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8381e6b76cf648daa6b993f148d1545f
Source dataset
uspto-grants-2014_07
Patent number
US08772336B2

Reaction notes

Loading…