Dimethylformamide → (R)-tert-butyldimethyl(1-methylcyclohex-2-enyloxy)silane

HRID 527007ノート

反応式

HRID 527007 の反応式
[CH3:1][C@@:2]1([OH:8])[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1.CN(C=O)C.N1C=NCC=1.[C:19]([Si:23]([CH3:26])([CH3:25])Cl)([CH3:22])([CH3:21])[CH3:20]>CN(C)C1C=CN=CC=1.CCOCC>[C:19]([Si:23]([CH3:26])([CH3:25])[O:8][C@:2]1([CH3:1])[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1)([CH3:22])([CH3:21])[CH3:20]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 28928tert-Butyldimethylsilyl chlorideHCID 11094567(R)-1-methylcyclohex-2-enol2 回HCID 127446564H-Imidazole

生成物 1

HCID 68008146(R)-tert-butyldimethyl(1-methylcyclohex-2-enyloxy)silane

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of (R)-1-methylcyclohex-2-enol, 50a, (1.00 g, 8.91 mmol) in 20 dry DMF at room temperature was added 4H-imidazole (1.82 g, 26.74 mmol), tert-butyldimethylchlorosilane (2.02 g, 13.33 mmol) and a catalytic amount of 4-dimethylaminopyridine (0.11 g, 0.89 mmol). The resulting mixture was stirred at room temperature overnight. It was then diluted with ether, washed consecutively with water, citric acid and water. The organic phase was dried with MgSO4, filtered and concentrated in vacuo. The colorless crude oil 1.98 g was used directly in the next step without further purification.

後処理

  1. washwashed consecutively with water, citric acid and water
  2. dry with materialThe organic phase was dried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe colorless crude oil 1.98 g was used directly in the next step without further purification

出典と根拠

ORDレコード
ord-0957d33d4e8f41bcad8eb971f4e473fb
出典データセット
uspto-grants-2016_05
特許番号
US09345708B2

反応ノート

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