Dimethylformamide → HCID 15569719, 화합물

HRID 2308401노트

반응식

HRID 2308401 반응식
[Br-:1].[Na+].CN(C=O)C.S([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)([O-])(=O)=O>O>[Br:1][CH2:13][CH2:14][CH:15]([CH3:16])[CH2:17][CH2:18][CH2:12][CH2:17][CH2:18][CH2:12][CH2:13][CH2:14][CH3:15]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 85570p-ToluenesulfonateHCID 253881Sodium Bromide

생성물 1

HCID 15569719HCID 15569719, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Pyridine (20 ml) was added to a methylene chloride (50 ml) solution of the 3-methyldodecan-1-ol (4″) (12.8 g, 63.9 mols), and p-toluenesulfonyl chloride (12.8 g, 67.1 mmols) was further added under ice-cooling. The reaction mixture was stirred overnight at 4° C., then poured into diluted hydrochloric acid, and extracted with hexane. The organic layer was washed (water, a saturated aqueous solution of sodium bicarbonate, a saturated aqueous solution of sodium chloride), dried (magnesium sulfate), and concentrated under reduced pressure to obtain 21.7 g of a tosylate. Sodium bromide (9.9 g, 96 mols) was added to a DMF solution (100 ml) of the resulting tosylate, and the mixture was stirred overnight at room temperature. The reaction mixture was poured into water, and extracted with hexane. The organic layer was washed (water and a saturated aqueous solution of sodium chloride), dried (magnesium sulfate), and concentrated under reduced pressure to obtain 1-bromo-3-methyldodecane (5″) (15.1 g, 90%). 1H-NMR (90 MHz, CDCl3) 0.8-1.0 (6H,m,Me), 1.0-2.0 (19H,m,2˜11-H), 3.43 (2H,br t,J=7,1-H).

후처리

  1. extractionextracted with hexane
  2. washThe organic layer was washed (water
  3. dry with materiala saturated aqueous solution of sodium chloride), dried (magnesium sulfate)
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e888ff2189bf4775ba71f98c0a370f70
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06835846B2

반응 노트

불러오는 중…