Triethylamine → HCID 17817753, compound

HRID 1350347Notes

Reaction equation

HRID 1350347 reaction equation
CCN([CH2:6][CH3:7])CC.[CH2:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[C:9]1[PH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=[C:9]1[P:17]([C:12]1[CH2:11][C:10]2[C:7]([CH:6]=1)=[CH:15][CH:16]=[CH:8][CH:9]=2)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 21095168HCID 21095168, compound

Product 1

HCID 17817753HCID 17817753, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent2×

Procedure

To 4.00 g (0.021 mol) of 2-bromo-1-indene and 0.46 g (0.40 mmol) of Pd(PPh3)4 in 20 ml of toluene, 3.2 ml (2.32 g, 0.023 mol) of Et3N and, then, 4.52 g (0.020 mol) of 17 were added. This mixture was refluxed for 13 hours, cooled to room temperature, and passed through short column with Silica Gel using 150 ml of toluene as eluent. The resulted solution was evaporated to dryness. The crude product was crystallized from ethanol. Yield 1.63 g (28%) of white crystals of 16.

Workup

  1. temperatureThis mixture was refluxed for 13 hours
  2. customThe resulted solution was evaporated to dryness
  3. customThe crude product was crystallized from ethanol

Sources & evidence

ORD record
ord-f8dfe9bce4164da5a96f4d78f93bc951
Source dataset
uspto-grants-2007_05
Patent number
US07214746B2

Reaction notes

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