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Acetic Acid → 1,1,1,3,3,3-Hexafluoro-2-[2-(hydroxymethyl)-4-(methoxymethoxy)-3-propylphenyl]propan-2-ol

HRID 552449
ノート
印刷プレビュー

反応式

HRID 552449 の反応式
[F:1][C:2]([F:31])([F:30])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][O:17][CH3:18])=[C:11]([CH2:19][CH2:20][CH3:21])[C:10]=1[CH2:22][O:23]C1CCCCO1)([OH:8])[C:4]([F:7])([F:6])[F:5].C(O)(=O)C.C(=O)([O-])O.[Na+]>O1CCCC1.O>[F:1][C:2]([F:30])([F:31])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][O:17][CH3:18])=[C:11]([CH2:19][CH2:20][CH3:21])[C:10]=1[CH2:22][OH:23])([OH:8])[C:4]([F:5])([F:7])[F:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 579008411,1,1,3,3,3-hexafluoro-2-[4-(methoxymethoxy)-3-propyl-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]phenyl]propan-2-ol

生成物 1

HCID 579007901,1,1,3,3,3-Hexafluoro-2-[2-(hydroxymethyl)-4-(methoxymethoxy)-3-propylphenyl]propan-2-ol収率 93.8%

試薬・触媒・溶媒 2

HCID 962Water
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To a solution of 1,1,1,3,3,3-hexafluoro-2-[4-(methoxymethoxy)-3-propyl-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]phenyl]propan-2-ol (883.2 mg, 1.92 mmol) in tetrahydrofuran (10 mL), water (5 mL), and acetic acid (20 mL) were added, and the mixture was stirred at 50° C. for 3 hours. The reaction solution was neutralized with an aqueous solution of sodium hydrogen carbonate and then extracted with ethyl acetate. The organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate), and the title compound (678 mg, 92%) was obtained as colorless oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated saline
  3. customdried
  4. concentrationconcentrated under vacuum
  5. customThe obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-d2d72ce664f44eb29d43defccca5ebbb
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07951822B2

反応ノート

読み込み中…

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