Water → HCID 67244725、化合物

HRID 2425532ノート

反応式

HRID 2425532 の反応式
[CH2:1]([N:8]([CH2:14]OC)[CH2:9][Si](C)(C)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([O:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=1/[CH:28]=[CH:29]/[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[Br:36])(=[O:19])[CH3:18].O>C1(C)C=CC=CC=1.FC(F)(F)C(O)=O>[C:17]([O:20][C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=1[C@H:28]1[C@H:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[Br:36])[CH2:9][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:14]1)(=[O:19])[CH3:18]

参加物

6

反応物 3

HCID 962WaterHCID 353442Benzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 44139027Phenol, 2-[(1E)-2-(2-bromophenyl)ethenyl]-4-chloro-, 1-acetate

生成物 1

HCID 67244725HCID 67244725、化合物

試薬・触媒・溶媒 2

HCID 6422Trifluoroacetic acid触媒HCID 1140Toluene溶媒

実験手順

N-benzyl-N-methoxymethyl-N-(trimethylsilylmethyl)amine (5.0 g, 21.06 mmol) was added dropwise with a syringe over 30 minutes to a suspension of (E)-2-(2-bromostyryl)-4-chlorophenyl acetate (Example 1; 7.0 g, 19.9 mmol) in toluene (25 ml) containing trifluoroacetic acid (3 drops) while stirring at room temperature. After additional stirring for one hour water (10 ml) was added. The toluene layer was separated. The aqueous layer was extracted with toluene (25 ml). The combined organic layers were dried with Na2SO4 and evaporated under vacuum to give the crude cycloadduct as a clear and colorless oil, 10.76 g (>100%) in quantitative yield.

後処理

  1. additionwas added
  2. customThe toluene layer was separated
  3. extractionThe aqueous layer was extracted with toluene (25 ml)
  4. dry with materialThe combined organic layers were dried with Na2SO4
  5. customevaporated under vacuum
  6. customto give the crude cycloadduct as a clear and colorless oil, 10.76 g (>100%) in quantitative yield

出典と根拠

ORDレコード
ord-e6441431342a4e2ab9d9546a6e317f4d
出典データセット
uspto-grants-2011_06
特許番号
US07964739B2

反応ノート

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