Potassium sodium tartarate → 3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamine

HRID 1715399노트

반응식

HRID 1715399 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]([SiH2:11][O:12][C:13]([CH3:25])([CH3:24])[C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH:17]=[N:18]O)([CH3:10])([CH3:9])[CH3:8].C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>CCOCC>[C:7]([SiH2:11][O:12][C:13]([CH3:25])([CH3:24])[C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=1[Cl:23])[CH2:17][NH2:18])([CH3:10])([CH3:8])[CH3:9]

참가 물질

5

반응물 3

HCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 1373299193-(tert-Butyl-dimethyl-silanyloxymethyl)-4-chloro-benzaldehyde oxime

생성물 1

HCID 1373299203-(tert-Butyl-dimethyl-silanyloxymethyl)-4-chloro-benzylamine수율 99.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

LiAlH4 (4.11 g, 108 mmol) was added in portions to a sol. of 3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-benzaldehyde oxime (13.0 g, 43.4 mmol) in Et2O (433 mL). The mixture was stirred for 1 h at rt. Aq. sat. potassium sodium tartrate (400 mL) was carefully added to the mixture. The mixture was stirred for 3 h, and was extracted with Et2O (3×). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying under high vacuum yielded the crude title compound (12.4 g, quantitative yield) that was used further without purification. LC-MS: tR=0.84 min; ES+: 327.37.

후처리

  1. stirringThe mixture was stirred for 3 h
  2. extractionwas extracted with Et2O (3×)
  3. dry with materialextracts were dried over MgSO4
  4. filtrationfiltered
  5. customthe solvents were removed under reduced pressure
  6. customDrying under high vacuum

출처 및 근거

ORD 기록
ord-488c5bd49f754d488b32d6779546e824
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07799805B2

반응 노트

불러오는 중…