Tetrahydrofuran → HCID 23205506, compound

HRID 482502Notes

Reaction equation

HRID 482502 reaction equation
Br[C:2](Br)([CH2:30][CH2:31][CH2:32][CH3:33])[CH2:3][O:4][C:5]1[C:12]([C:13]23[CH2:22][CH:17]4[CH2:18][CH:19]([CH2:21][CH:15]([CH2:16]4)[CH2:14]2)[CH2:20]3)=[CH:11][C:8]([CH:9]=[CH2:10])=[C:7]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:6]=1.C1COCC1.C([Li])CCC>O>[CH2:24]([O:23][C:7]1[CH:6]=[C:5]([O:4][CH2:3][CH2:2][CH2:30][CH2:31][CH2:32][CH3:33])[C:12]([C:13]23[CH2:14][CH:15]4[CH2:21][CH:19]([CH2:18][CH:17]([CH2:16]4)[CH2:22]2)[CH2:20]3)=[CH:11][C:8]=1[C:9]#[CH:10])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 67627399HCID 67627399, compoundHCID 178418339Butyllithium

Product 1

HCID 23205506HCID 23205506, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3 g (5 mmol) of 2',2'-dibromo-2,4-dihexyloxy-5-(1-adamantyl)styrene and 50 ml of THF were introduced into a three-necked flask under a stream of nitrogen. 4 ml (10 mmol) of an n-butyllithium solution (2.5M in hexane) were added dropwise at -78° C. and the temperature was permitted to increase to room temperature for one hour. The reaction mixture was poured into water and extracted with ethyl ether and the organic phase was separated by settling, dried over magnesium sulfate and evaporated.

Workup

  1. extractionextracted with ethyl ether
  2. customthe organic phase was separated
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-882c2864b6ce414a8709dddcd323aebf
Source dataset
uspto-grants-1998_08
Patent number
US05798354

Reaction notes

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