2-Benzylmorpholine → (S)-3-(2-benzyl-morpholin-4-yl)-1,1,1-trifluoro-propan-2-ol

HRID 530601Notes

Reaction equation

HRID 530601 reaction equation
[CH2:1]([CH:8]1[O:13][CH2:12][CH2:11][NH:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:14][C:15]([F:20])([F:19])[C@@H:16]1[CH2:18][O:17]1>>[CH2:1]([CH:8]1[O:13][CH2:12][CH2:11][N:10]([CH2:18][C@H:16]([OH:17])[C:15]([F:20])([F:19])[F:14])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1255102-BenzylmorpholineHCID 7171781(2S)-2-(Trifluoromethyl)oxirane2×

Product 1

HCID 117872451(S)-3-(2-benzyl-morpholin-4-yl)-1,1,1-trifluoro-propan-2-ol

Procedure

In a 25 mL round-bottom flask was placed 2-benzylmorpholine (354 mg, 2 mmol), followed by (S)-2-(trifluoromethyl)oxirane (224 mg, 2 mmol). The mixture was stirred for 30 min. Another 100 uL of (S)-2-(trifluoromethyl)oxirane was added. Reaction mixture was continued at room temperature overnight, then concentrated in vacuo to afford (S)-3-(2-benzyl-morpholin-4-yl)-1,1,1-trifluoro-propan-2-ol a colorless oil (600 mg).

Workup

  1. customIn a 25 mL round-bottom flask was placed
  2. customReaction mixture
  3. waitwas continued at room temperature overnight
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4593af00111a4df6936b1ef286b26ede
Source dataset
uspto-grants-2016_05
Patent number
US09353096B2

Reaction notes

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