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

HRID 1009288Notes

Reaction equation

HRID 1009288 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-ee278048926b49dd975b1763ec5d3c57
Source dataset
uspto-grants-2011_07
Patent number
US07973037B2

Reaction notes

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