Diphenylmethane → HCID 178506622, compound

HRID 2397023Notes

Reaction equation

HRID 2397023 reaction equation
[C:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O(C(CC)(C)C)[K:15].C([Li])CCC>CCCCCC>[C:1]1([CH:7]([K:15])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7580DiphenylmethaneHCID 178418339ButyllithiumHCID 178447184HCID 178447184, compound

Product 1

HCID 178506622HCID 178506622, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To a solution of 18.3 g (109 mmol) of diphenylmethane in 400 mL of hexane were added 11.99 g (109 mmol) of potassium t-amylate. To the resulting pale yellow solution were added 68.75 mL of 1.60M (110 mmol) butyl lithium. The thick, bright orange slurry was stirred overnight. The solids were collected on a filter, washed three times with 100 mL, then twice with 50 mL of hexane, then dried under reduced pressure. The yield of bright orange powder was 18.23 g, 81.2 percent.

Workup

  1. customThe solids were collected on a filter
  2. washwashed three times with 100 mL
  3. dry with materialtwice with 50 mL of hexane, then dried under reduced pressure

Sources & evidence

ORD record
ord-1b77c98ff583474eb007807ffc671d9b
Source dataset
uspto-grants-1996_02
Patent number
US05495036

Reaction notes

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