Formic Acid → Tert-butyl N-[(Benzenesulfonyl)(2-bromo-4-cyanophenyl)methyl]carbamate

HRID 59651

반응식

HRID 59651 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH:10]=O)[C:5]#[N:6].[Na+].[C:13]1([S:19]([O-:21])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C([NH:26][C:27](=[O:29])[O-:28])(C)(C)C.[CH:30](O)=O.[CH2:33]1[CH2:37]OC[CH2:34]1>O>[C:33]([O:28][C:27](=[O:29])[NH:26][CH:10]([S:19]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:21])=[O:20])[C:9]1[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=1[Br:1])([CH3:34])([CH3:37])[CH3:30]

참가 물질

7

반응물 5

HCID 284Formic AcidHCID 8028TetrahydrofuranHCID 2723840Benzenesulfinic acid, sodium saltHCID 205105183-Bromo-4-formylbenzonitrileHCID 21252905Tert-butylcarbamate

생성물 1

HCID 118691238Tert-butyl N-[(Benzenesulfonyl)(2-bromo-4-cyanophenyl)methyl]carbamate

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

3-Bromo-4-formyl-benzonitrile (20.5 g, 97.7 mmol), benzenesulfinic acid sodium salt (16.03 g, 97.6 mmol) and tert-butylcarbamate (11.4 g, 97.7 mmol) are suspended in water (312 mL) and THF (78 mL). Formic acid (28.8 g, 625 mmol) is added and the solution is stirred at room temperature for 6 days. Water (300 mL) is added and the precipitate is filtered off, washed with water and dried. The crude product is further purified by precipitation from tert-butylmethylether. Yield: 26.8 g; ESI mass spectrum: [M+Na]+=473 (bromine isotope pattern).

후처리

  1. filtrationthe precipitate is filtered off
  2. washwashed with water
  3. customdried
  4. customThe crude product is further purified by precipitation from tert-butylmethylether

출처 및 근거

ORD 기록
ord-3e802816fb3946918173d636cb788fa2
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440930B2

연결된 노트

불러오는 중…