Water → HCID 68864338, compound

HRID 1985804Notes

Reaction equation

HRID 1985804 reaction equation
[NH2:1][C@@H:2]([CH2:5][S:6][CH2:7][CH:8]1[CH2:10][CH2:9]1)[CH2:3][OH:4].CO[CH:13](O)[C:14]([F:17])([F:16])[F:15].O>C1(C)C=CC=CC=1>[CH:8]1([CH2:7][S:6][CH2:5][CH:2]2[CH2:3][O:4][CH:13]([C:14]([F:17])([F:16])[F:15])[NH:1]2)[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 98922,2,2-Trifluoro-1-methoxyethanolHCID 58515553HCID 58515553, compound

Product 1

HCID 68864338HCID 68864338, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2(R)-amino-3-cyclopropylmethylsulfanylpropan-1-ol (3.2 g, 20.0 mmol), prepared as described in Example 2, Steps 1 and 2 above, and trifluoroacetaldehyde methyl hemiacetal (2.6 g, 20.0 mmol) in toluene (20 mL) was heated at reflux with Dean Stark trapping of water for 24 h. The reaction mixture was concentrated to give 4-cyclopropylmethylsulfanylmethyl-2-trifluoromethyloxazolidine (4.18 g) as a pale yellow oil.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-16aaf69fecd84cc082fb49e450e3878a
Source dataset
uspto-grants-2009_06
Patent number
US07547701B2

Reaction notes

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