Triethyl phosphite → 2,7-Dimethoxy-9H-carbazole

HRID 1615012Notes

Reaction equation

HRID 1615012 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)=[C:5]([N+:17]([O-])=O)[CH:4]=1.P(OCC)(OCC)OCC>CCOCC>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]2[C:9]3[C:14](=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=3)[NH:17][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 31215Triethyl phosphiteHCID 14923755HCID 14923755, compound

Product 1

HCID 123393992,7-Dimethoxy-9H-carbazole

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
90 °C

Procedure

Compound 39 (8.47 g) was divided into eight portions (1.06 g each). Then, P(OEt)3 (per 7 mL) was added to each portion. The resulting mixtures were subjected to argon blow, heated to 90° C., kept at this temperature for 3 days, cooled, and diluted with ether. The precipitate obtained was filtered and washed with CH2Cl2. Yield of carbazole 40: 3.33 g.

Workup

  1. temperaturecooled
  2. customThe precipitate obtained
  3. filtrationwas filtered
  4. washwashed with CH2Cl2

Sources & evidence

ORD record
ord-86775140022a42d1bf763f31e0c81149
Source dataset
uspto-grants-2014_07
Patent number
US08765738B2

Reaction notes

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