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Toluene → HCID 59883201, 화합물

HRID 1635602
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HRID 1635602 반응식
[NH2:1][C@H:2]([CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C:3]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].C[B:24]1[O:29]B(C)OB(C)O1.[C:32]1(C)C=CC=CC=1>>[CH:17]1([C@@H:2]2[C:3]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)([C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)[O:4][B:24]([O:29][CH3:32])[NH:1]2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 1140TolueneHCID 574072TrimethylboroxineHCID 12088879(R)-2-amino-2-cyclohexyl-1,1-diphenylethanol

생성물 1

HCID 59883201HCID 59883201, 화합물

실험 절차

A solution of (R)-2-amino-2-cyclohexyl-1,1-diphenylethanol, (2.95 g, 10 mmole) in toluene (34 mL) was distilled to remove (10 mL) of solvent. Additional toluene (17 mL) was added and a further 17 mL of solvent was distilled out. An additional 58 mL of toluene was added and a further 17 mL of solvent was distilled out. A further 17 mL of toluene was added followed by the addition of trimethylboroxine (0.93 mL, 6.68 mmole) at room temperature. The reaction mixture was kept at room temperature for 30 minutes and concentrated to a volume of 10 mL. Toluene (17 mL) was again added and a further 17 mL of distillate was distilled out. Additional toluene (17 mL) was added and the distillation was continued at atmospheric pressure until no more distillate was removed. Dry tetrahydrofuran was added to the residue to give a stock solution of the product (R)-4-cyclohexyl-5,5-diphenyl-2-methoxy-1,3,2-oxazaborolidine (3.2 g) in tetrahydrofuran (30 mL).

후처리

  1. customto remove (10 mL) of solvent
  2. additionAdditional toluene (17 mL) was added
  3. distillationa further 17 mL of solvent was distilled out
  4. additionAn additional 58 mL of toluene was added
  5. distillationa further 17 mL of solvent was distilled out
  6. additionA further 17 mL of toluene was added
  7. concentrationconcentrated to a volume of 10 mL
  8. additionToluene (17 mL) was again added
  9. distillationa further 17 mL of distillate was distilled out
  10. additionAdditional toluene (17 mL) was added
  11. distillationthe distillation
  12. customwas removed
  13. additionDry tetrahydrofuran was added to the residue

출처 및 근거

ORD 기록
ord-baf5b714030f4eb8a4a651cd753a831e
출처 데이터셋
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06509472B2

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