Ammonium Chloride → HCID 66743816, 화합물

HRID 1054133노트

반응식

HRID 1054133 반응식
CC(C)([O-])C.[K+].COP([CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])(OC)=O.[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([O:30][CH:31]([F:33])[F:32])=[C:26]([CH:29]=1)[CH:27]=O.[NH4+].[Cl-]>C1COCC1.CCOC(C)=O>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([O:30][CH:31]([F:32])[F:33])=[C:26](/[CH:27]=[CH:13]/[C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15])[CH:29]=1

참가 물질

7

반응물 4

HCID 25517Ammonium ChlorideHCID 4564495tert-Butyl DimethylphosphonoacetateHCID 47709495-Chloro-2-(difluoromethoxy)benzaldehydHCID 23665647Potassium tert-butoxide

생성물 1

HCID 66743816HCID 66743816, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of potassium tert-butoxide (0.407 g, 3.63 mmol) in THF (10 mL) were added tert-butyl 2-(dimethoxyphosphoryl)acetate (0.528 mL, 2.66 mmol) and 5-chloro-2-(difluoromethoxy)benzaldehyde (0.50 g, 2.420 mmol) at 0° C. After 4 hrs, NH4Cl solution was added and the reaction mixture was diluted with EtOAc, washed with sat'd NH4Cl solution, sat'd NaHCO3, and brine. The organic phase was dried over Na2SO4, filtered and concentrated. The crude product was purified by normal phase chromatography. Intermediate 15A was obtained as a white solid 550 mg (74%). MS (ESI) m/z: 327.0 (M+Na)+. 19F NMR (376 MHz, CDCl3) δ: −81.11 (1F, s) ppm.

후처리

  1. washwashed with sat'd NH4Cl solution
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude product was purified by normal phase chromatography

출처 및 근거

ORD 기록
ord-d65edc9dd3bd4fec9197b7491be7af53
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394276B2

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