Ammonium Chloride → HCID 66743816、化合物

HRID 1054133ノート

反応式

HRID 1054133 の反応式
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

参加物

7

反応物 4

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

生成物 1

HCID 66743816HCID 66743816、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d65edc9dd3bd4fec9197b7491be7af53
出典データセット
uspto-grants-2016_07
特許番号
US09394276B2

反応ノート

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