Hexane → HCID 178506803, compound

HRID 1076102

Reaction equation

HRID 1076102 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([CH3:12])=[CH2:11])[CH:5]=1)([CH3:3])=[CH2:2].C([Li:17])(CC)C.[CH3:18][CH2:19][CH2:20][CH2:21]CC>C1C=CC=CC=1>[Li:17][C:10]([C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[C:1]([CH3:3])=[CH2:2])([CH3:12])[CH2:11][CH:20]([CH3:21])[CH2:19][CH3:18]

Participants

5

Reactant 3

HCID 8058HexaneHCID 773531,3-DiisopropenylbenzeneHCID 178418400CID 53628100

Product 1

HCID 178506803HCID 178506803, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

316 g (2 moles) of 1,3-diisopropenyl benzene (DIPB) and 400 ml benzene are charged to a dry, argon flushed, 12-liter 3-neck, round-bottom reaction flask. The reaction flask is equipped with a stirrer, thermometer, addition funnel and a dry ice-hexane cooling bath. The flask and contents are cooled to -20° and a premixed solution of 1670 ml of a 1.2N sec-butyllithium in hexane (2 moles) and 202 g of TEA (2 moles) are added dropwise over a period of 2 hours. The temperature is held between -20° and -5° throughout the sec-butyllithium-TEA addition.

Workup

  1. customflushed
  2. customThe reaction flask is equipped with a stirrer
  3. additionthermometer, addition funnel and a dry ice-hexane cooling bath
  4. temperatureThe flask and contents are cooled to -20°

Sources & evidence

ORD record
ord-3e21b40c677d4119bb634b2944abb25d
Source dataset
uspto-grants-1976_05
Patent number
US03954894

Linked notes

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