Dichloromethane → 4-Tert-butyldimethylsilyloxymethyl-2-allylphenol

HRID 257821ノート

反応式

HRID 257821 の反応式
C([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][OH:10])=[CH:7][CH:6]=1)C=C.C(N([CH2:18][CH3:19])CC)C.[Si:20](Cl)([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21].[CH2:28](Cl)Cl>C(OCC)(=O)C>[Si:20]([O:10][CH2:9][C:8]1[CH:7]=[CH:6][C:5]([OH:4])=[C:12]([CH2:28][CH:18]=[CH2:19])[CH:11]=1)([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]

参加物

6

反応物 4

HCID 6344Dichloromethane2 回HCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chlorideHCID 11744970(4-(Prop-2-en-1-yloxy)phenyl)methanol

生成物 1

HCID 199348384-Tert-butyldimethylsilyloxymethyl-2-allylphenol

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of the product of Step A (650 mg, 3.96 mmol) in CH2Cl2 (20 mL), cooled to 0° C. under nitrogen, was added triethylamine (612 mL, 4.39 mmol) and a solution of tert-butyldimethylsilyl chloride (631 mg; 4.19 mmol) in CH2Cl2 (2 mL). After stirring at room temperature for 18 hours, the reaction mixture was diluted with ethyl acetate (60 mL), washed with water, and saturated sodium bicarbonate, and then dried (MgSO4). The filtrate was concentrated in vacuo to afford 1.1 g of the title compound which was used crude in the next reaction (Rf =0.45, 5% ethyl acetate/hexanes).

後処理

  1. washwashed with water, and saturated sodium bicarbonate
  2. dry with materialdried (MgSO4)
  3. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-5d8d2590ded8469297d4eab6f0d4da32
出典データセット
uspto-grants-1993_11
特許番号
US05264439

反応ノート

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