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Potassium Carbonate → 2,3-dihydro-2,2-bis(pent-4-enyl)-8-propyl-7-[3-[(5,6,7,8-tetrahydro-1-naphthalenyl)oxy]propoxy]-4H-1-benzopyran-4-one

HRID 2371647
ノート
印刷プレビュー

反応式

HRID 2371647 の反応式
[CH2:1]([C:6]1([CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25])[CH2:11][C:10](=[O:12])[C:9]2[CH:13]=[CH:14][C:15]([OH:20])=[C:16]([CH2:17][CH2:18][CH3:19])[C:8]=2[O:7]1)[CH2:2][CH2:3][CH:4]=[CH2:5].[C:26]1([O:36][CH2:37][CH2:38][CH2:39]Br)[C:35]2[CH2:34][CH2:33][CH2:32][CH2:31][C:30]=2[CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:21]([C:6]1([CH2:1][CH2:2][CH2:3][CH:4]=[CH2:5])[CH2:11][C:10](=[O:12])[C:9]2[CH:13]=[CH:14][C:15]([O:20][CH2:39][CH2:38][CH2:37][O:36][C:26]3[C:35]4[CH2:34][CH2:33][CH2:32][CH2:31][C:30]=4[CH:29]=[CH:28][CH:27]=3)=[C:16]([CH2:17][CH2:18][CH3:19])[C:8]=2[O:7]1)[CH2:22][CH2:23][CH:24]=[CH2:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 144059475-(3-Bromopropoxy)-1,2,3,4-tetrahydronaphthaleneHCID 151574722,3-dihydro-2,2-bis(pent-4-enyl)-8-propyl-7-hydroxy-4H-1-benzopyran-4-one

生成物 1

HCID 151574732,3-dihydro-2,2-bis(pent-4-enyl)-8-propyl-7-[3-[(5,6,7,8-tetrahydro-1-naphthalenyl)oxy]propoxy]-4H-1-benzopyran-4-one収率 82.7%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

To a solution of 3.0 g (9.55 mmol) of the title product of Example 69 and 4.01 g (11 mmol) of the title product of Example 12 in 56 ml of dry dimethylformamide (DMF) was added 2.77 g (20.1 mmol) of anhydrous potassium carbonate. The resulting mixture was stirred overnight at room temperature. The solvent was removed in vacuo, and the residue was partitioned between ethyl acetate and 3N hydrochloric acid. The aqueous layer was further extracted with two portions of ethyl acetate. The combined organic extracts were washed with water and with brine, dried over magnesium sulfate, filtered, and the solvent removed under reduced pressure. Chromatography of the residue over silica gel, using 10% ethyl acetate/hexane as eluent, gave the title compound (4.19 g) as an oil.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between ethyl acetate and 3N hydrochloric acid
  3. extractionThe aqueous layer was further extracted with two portions of ethyl acetate
  4. washThe combined organic extracts were washed with water and with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-7ea2eed87e164336a293e542615fd537
出典データセット
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05093353

反応ノート

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