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Tetrahydrofuran → 2-Decyl-6-methoxynaphthalene

HRID 1476362
ノート
印刷プレビュー

反応式

HRID 1476362 の反応式
C1COCC1.[CH2:6]([Mg]Br)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C(Br)CCCCCCCCC.Br[C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([O:40][CH3:41])[CH:34]=[CH:33]2>O.Cl[Ni]1(Cl)[P](C2C=CC=CC=2)(C2C=CC=CC=2)CCC[P]1(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:6]([C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([O:40][CH3:41])[CH:34]=[CH:33]2)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][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

7

反応物 4

HCID 8028Tetrahydrofuran3 回HCID 81731-BromodecaneHCID 787862-Bromo-6-methoxynaphthaleneHCID 178418384HCID 178418384、化合物

生成物 1

HCID 867043812-Decyl-6-methoxynaphthalene

試薬・触媒・溶媒 2

HCID 178418745HCID 178418745、化合物触媒
HCID 962
Water
溶媒

実験手順

A THF solution of n-decyl magnesium bromide (prepared as a THF (2 ml) solution of n-decyl bromide (2.2 ml, 11 mmol) and Mg (292 mg, 12 mmol)) was added to 6-bromo-2-methoxynaphthalene (2.37 g, 10 mmol) easily available from a reagent manufacturer and a THF (10 ml) solution of Ni(dppp)Cl2 (271 mg, 0.5 mmol), and the mixture was heated under reflux for 19 hours. After cooling, the mixed solution was diluted with water (10 ml), and non-reacted Mg was filtered out. The filtered solution was extracted with ether (5 ml×3). The extracted organic phases were collected (10 ml×3), and dried with MgSO4, and condensed with an evaporator. The condensed organic phase was recrystallized with hexane to obtain 6-n-decyl-2-methoxynaphthalene (compound (3)-64) as a light yellow solid.

後処理

  1. temperatureunder reflux for 19 hours
  2. temperatureAfter cooling
  3. filtrationwas filtered out
  4. extractionThe filtered solution was extracted with ether (5 ml×3)
  5. customThe extracted organic phases were collected (10 ml×3)
  6. dry with materialdried with MgSO4, and condensed with an evaporator
  7. customThe condensed organic phase was recrystallized with hexane

出典と根拠

ORDレコード
ord-0a539def97724f5f858adcdbbc2c0a6c
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09018630B2

反応ノート

読み込み中…

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