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Acetyl chloride → HCID 86605497、化合物

HRID 2103056
ノート
印刷プレビュー

反応式

HRID 2103056 の反応式
[CH2:1]([C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[C:5]([CH:10]([CH3:12])[CH3:11])[C:4]=1[OH:13])[CH3:2].[C:14](Cl)(=[O:16])[CH3:15].C(N(CC)CC)C.CCCCCC.[CH3:31][CH2:32][O:33]C(C)=O>ClCCl>[C:14]([O:13][C:4]1[C:5]([CH:10]([CH3:12])[CH3:11])=[CH:6][C:7]([O:9][C:32](=[O:33])[CH3:31])=[CH:8][C:3]=1[CH2:1][CH3:2])(=[O:16])[CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 21226206Ethyl acetate hexaneHCID 69060363HCID 69060363、化合物

生成物 1

HCID 86605497HCID 86605497、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of K2S2O8 (8.2 g) in 80 mL of water, was added at once a solution of the above 2-ethyl-6-isopropylphenol (2 g, 12.2 mmol in 25 mL 5% NaOH solution). The mixture was stirred for 3 h and extracted with hexane (3×60 mL). The organic extract was stirred with Na2S2SO4 solution (8.5 g, in 100 mL water) for one hour and the layers were separated. The organic layer was dried over Na2S2O4 and concentrated and dried under high vacuum to give 2-ethyl-6-isopropylbenzene-1,4-diol. To a solution of the crude 2-ethyl-6-isopropylbenzene-1,4-diol in dichloromethane (50 mL) was added acetyl chloride (2.9 g, 36 mmol) and then triethylamine (6 g, 60 mmol) slowly at 0° C. The mixture was stirred at room temperature for 2 h and diluted with hexane/EtOAc (4:1). The mixture was filtered and the filtrate was washed with water (3×80 mL) and dried over Na2SO4 and concentrated. The crude product was purified to afford 2-ethyl-6-isopropyl-1,4-phenylene diacetate as a yellow oil (750 mg).

後処理

  1. customslowly at 0° C
  2. filtrationThe mixture was filtered
  3. washthe filtrate was washed with water (3×80 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customThe crude product was purified

出典と根拠

ORDレコード
ord-8644a02927ab4c2db6f45e50c57e66a2
出典データセット
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07576094B2

反応ノート

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