Hydrochloric Acid → HCID 57857736, compound

HRID 607488Notes

Reaction equation

HRID 607488 reaction equation
Cl.[OH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[C:21]2[CH:20]=[CH:19][C:18]([CH:22]=[O:23])=[CH:17][C:16]=2[C:15]2[C:10]1=[CH:11][CH:12]=[CH:13][CH:14]=2.[Si:24](Cl)([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25].N1C=CN=C1>ClCCl.ClCCCl>[Si:24]([O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[C:21]2[CH:20]=[CH:19][C:18]([CH:22]=[O:23])=[CH:17][C:16]=2[C:15]2[C:10]1=[CH:11][CH:12]=[CH:13][CH:14]=2)([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 57857727HCID 57857727, compound

Product 1

HCID 57857736HCID 57857736, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6344DichloromethaneSolvent

Procedure

In Reaction 1, a reactant reacts with 1,2-dichloroethane at 0° C. to thus prepare a precursor 2, which is then further reacted in the presence of 10% HCl, affording a precursor 3. The reaction is progressed through reflux. Then, 9-(6-hydroxyhexyl)-9H-carbazole-3-carbaldehyde, dichloromethane, tert-butyldimethylsilyl chloride, and imidazole are reacted together, thus producing 4 (9-(6-(tert-butyldimethylsilyloxy)hexyl)-9H-carbazole-3-carbaldehyde) as a precursor. Then, the precursor 4 is dissolved in sodium borohydride and methanol to thus allow the obtained solution to react, yielding 5 ((9-(6-(tert-butyldimethylsilyloxy)hexyl)-9H-carbazol-3-yl)methanol as a precursor.

Workup

  1. customIn Reaction 1
  2. customto thus prepare a precursor 2, which
  3. customaffording a precursor 3
  4. temperaturethrough reflux

Sources & evidence

ORD record
ord-4a616493b5774c0bb2ef49d6071e691d
Source dataset
uspto-grants-2011_03
Patent number
US07915428B2

Reaction notes

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