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

HRID 1741826
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HRID 1741826 반응식
[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]
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참가 물질

4

반응물 2

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

생성물 1

HCID 11063606HCID 11063606, 화합물수율 77.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-36683de1528746259013167460d8cef7
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05334716

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