Formic Acid → 1621273-04-8

HRID 927198노트

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HRID 927198 반응식
[CH:1](O)=O.[C:4](=[O:11])([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[NH2:5].[Br:12][C:13]1[CH:20]=[C:19]([C:21]#[N:22])[CH:18]=[CH:17][C:14]=1C=O.[C:23]1([S:29]([O-:31])=[O:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[Na+]>O1CCCC1.O>[Br:12][C:13]1[CH:20]=[C:19]([C:21]#[N:22])[CH:18]=[CH:17][C:14]=1[N:5]([CH2:1][S:29]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:31])=[O:30])[C:4](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8]

참가 물질

7

반응물 4

HCID 284Formic AcidHCID 77922tert-Butyl carbamateHCID 2723840Benzenesulfinic acid, sodium saltHCID 205105183-Bromo-4-formylbenzonitrile

생성물 1

HCID 1317350481621273-04-8

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

Formic acid (3.9 mL, 104 mmol) is added to a solution of tert-butyl carbamate (1.90 g, 16.2 mmol), 2-bromo-4-cyanobenzaldehyde (3.41 g, 16.2 mmol) and sodium benzenesulfinate (2.67 g, 16.2 mmol) in a mixture of tetrahydrofuran (7.0 mL) and water (60 mL), and the mixture is stirred at room temperature for 6 days. Water (180 mL) is added, and the precipitate is filtered and washed with water. The precipitate is treated with tert-butyl methyl ether (30 mL), and the mixture is stirred for 30 min. The precipitate is filtered, washed with tert-butyl methyl ether, and dried. Yield: 3.35 g. ESI mass spectrum: [(79Br)-M+H]+=451, [(81Br)-M+H]+=453; Retention time HPLC: 0.66 min (X012_S01).

후처리

  1. filtrationthe precipitate is filtered
  2. washwashed with water
  3. additionThe precipitate is treated with tert-butyl methyl ether (30 mL)
  4. stirringthe mixture is stirred for 30 min
  5. filtrationThe precipitate is filtered
  6. washwashed with tert-butyl methyl ether
  7. customdried
  8. custom0.66 min (X012_S01)

출처 및 근거

ORD 기록
ord-10f2c3a56f8d4784b4961d7ad4601fdd
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290459B1

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