Dimethylformamide → HCID 15569719、化合物

HRID 2308401ノート

反応式

HRID 2308401 の反応式
[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]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 85570p-ToluenesulfonateHCID 253881Sodium Bromide

生成物 1

HCID 15569719HCID 15569719、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e888ff2189bf4775ba71f98c0a370f70
出典データセット
uspto-grants-2004_12
特許番号
US06835846B2

反応ノート

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