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Chlorobis((1S,2R,3S,5S)-2,6,6-trimethylbicyclo(3.1.1)hept-3-yl)borane → HCID 11063606、化合物

HRID 1741826
ノート
印刷プレビュー

反応式

HRID 1741826 の反応式
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:15])[CH2:12][CH2:13][CH3:14])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].B(Cl)([C@@H]1[C@@H](C)[C@H]2C(C)(C)[C@H](C2)C1)[C@@H]1[C@@H](C)[C@H]2C(C)(C)[C@H](C2)C1>O1CCCC1>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C@H:11]([OH:15])[CH2:12][CH2:13][CH3:14])=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 9923113Chlorobis((1S,2R,3S,5S)-2,6,6-trimethylbicyclo(3.1.1)hept-3-yl)boraneHCID 11183323HCID 11183323、化合物

生成物 1

HCID 11063606HCID 11063606、化合物収率 77.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4'-Isobutylbutanophenone (1.2 g) was added to a solution of (+)-B-chlorodiisopinocampheylborane (2.10 g) in tetrahydrofuran (4 ml) at 25° C. After 5 hours, the solvent was removed and the residue was dissolved in ethyl ether (20 ml). Diethanolamine (1.4 ml) was added to the mixture and the mixture was stirred for 2 hours. The solid was filtered off and washed with ethyl ether. The combined filtrates were concentrated and the residue was chromatographed on silica gel (eluent:hexane:CH2Cl2 =1:2) to give (R)-1-(4-isobutylphenyl)butan-1-ol (937 mg).

後処理

  1. customthe solvent was removed
  2. dissolutionthe residue was dissolved in ethyl ether (20 ml)
  3. additionDiethanolamine (1.4 ml) was added to the mixture
  4. filtrationThe solid was filtered off
  5. washwashed with ethyl ether
  6. concentrationThe combined filtrates were concentrated
  7. customthe residue was chromatographed on silica gel (eluent:hexane:CH2Cl2 =1:2)

出典と根拠

ORDレコード
ord-36683de1528746259013167460d8cef7
出典データセット
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05334716

反応ノート

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