Cyclopentadiene → HCID 21959708, compound

HRID 726158Notes

Reaction equation

HRID 726158 reaction equation
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[CH3:6][C:7]([CH:10]=O)([CH3:9])[CH3:8].N1CCCC1>CO>[C:7]([C:10]1[C:2](=[CH2:3])[CH:1]=[CH:5][CH:4]=1)([CH3:9])([CH3:8])[CH3:6]

Participants

5

Reactant 3

HCID 7612CyclopentadieneHCID 12417PivalaldehydeHCID 31268Pyrrolidine

Product 1

HCID 21959708HCID 21959708, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6,-tert-butyl-fulvene was prepared analogously by reaction of cyclopentadiene (31.7 g, 480 mmole), pivaldehyde (19.825 g, 230 mmol), and pyrrolidine (25 ml, 300 mmole) in methanol (250 ml). The yellow oil is kugel-rohr distilled at 70° C. and <1 torr yielding a bright yellow oil; 20.5 g (66.4%).

Workup

  1. distillationThe yellow oil is kugel-rohr distilled at 70° C.
  2. custom<1 torr yielding a bright yellow oil

Sources & evidence

ORD record
ord-724076e7d49849b38cb066ffb7553d16
Source dataset
uspto-grants-1998_01
Patent number
US05708101

Reaction notes

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