Triethylamine → 4-(1,1,1-Trifluoropropan-2-yl)oxazolidin-2-one

HRID 57340ノート

反応式

HRID 57340 の反応式
[NH2:1][CH:2]([CH:5]([CH3:10])[C:6]([F:9])([F:8])[F:7])[CH2:3][OH:4].C(N(CC)CC)C.Cl[C:19](Cl)([O:21]C(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[F:7][C:6]([F:9])([F:8])[CH:5]([CH:2]1[CH2:3][O:4][C:19](=[O:21])[NH:1]1)[CH3:10]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 98774442-Amino-4,4,4-trifluoro-3-methylbutan-1-ol

生成物 1

HCID 904145974-(1,1,1-Trifluoropropan-2-yl)oxazolidin-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 2-amino-4,4,4-trifluoro-3-methylbutan-1-ol (580 mg, 3.69 mmol) in DCM (13 ml) was added triethylamine (1.132 ml, 8.12 mmol) and added dropwise a solution of triphosgene (329 mg, 1.107 mmol) in 1 mL in DCM (3 ml) over 10 min. The reaction mixture was washed with sat. NH4Cl solution (13 ml) dry, and concentrated in vacuo. Afforded 450 mg (It yellow solid). Used crude in the next step. 1H NMR (400 MHz, CDCl3) b 5.91 (d, J=13.3 Hz, 1H), 4.61-4.34 (m, 1H), 4.22-4.00 (m, 2H), 3.05 (q, J=7.3 Hz, 1H), 2.54-2.14 (m, 1H), 1.34 (t, J=7.3 Hz, 1H), 1.17 (d, J=7.1 Hz, 2H), 1.09 (d, J=7.1 Hz, 1H). MS 183.0507 m/z.

後処理

  1. washThe reaction mixture was washed with sat. NH4Cl solution (13 ml)
  2. customdry
  3. concentrationconcentrated in vacuo
  4. customAfforded 450 mg (It yellow solid)

出典と根拠

ORDレコード
ord-a96664db53024588878304f0b7bf73c2
出典データセット
uspto-grants-2016_09
特許番号
US09434719B2

反応ノート

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