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

HRID 57340노트

반응식

HRID 57340 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-a96664db53024588878304f0b7bf73c2
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434719B2

반응 노트

불러오는 중…