Tetrahydrofuran → HCID 20209696, compound

HRID 542244Notes

Reaction equation

HRID 542244 reaction equation
C([Li])CCC.Br[C:7]1[CH:11]=[CH:10][O:9][CH:8]=1.Cl[Si:13]([CH3:20])([CH3:19])[O:14][Si:15]([CH3:18])([CH3:17])Cl.[O:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1>>[O:9]1[CH:10]=[CH:11][C:7]([Si:13]([CH3:20])([CH3:19])[O:14][Si:15]([CH3:18])([CH3:17])[C:23]2[CH:24]=[CH:25][O:21][CH:22]=2)=[CH:8]1

Participants

5

Reactant 4

HCID 8028Tetrahydrofuran2×HCID 75461Disiloxane, 1,3-dichloro-1,1,3,3-tetramethyl-HCID 891643-BromofuranHCID 178418339Butyllithium

Product 1

HCID 20209696HCID 20209696, compound

Conditions

Temperature
-78 °C

Procedure

Fifty (50) ml of n-butyl lithium (1.55 in hexane) were transferred via a syringe to a one-necked, round-bottomed flask, under nitrogen, equipped with a magnetic stirrer. Ten (10) grams of 3-Bromofuran in 10 ml of dry tetrahydrofuran (THF) were then added dropwise under nitrogen. Once this addition was complete, the resulting solution was stirred at -78 degrees C. for 1 hour. A pale yellow precipitate formed, and 6.5 g of 1,3-dichlorotetramethyl disiloxane in 10 ml dry THF were then added dropwise at -78 degrees C. under nitrogen. The precipitate slowly disappeared. The solution was then stirred for 4 hours at -78 degrees C.

Workup

  1. customto a one-necked, round-bottomed flask, under nitrogen, equipped with a magnetic stirrer
  2. additionOnce this addition
  3. customA pale yellow precipitate formed
  4. stirringThe solution was then stirred for 4 hours at -78 degrees C

Sources & evidence

ORD record
ord-91477ee1f19f4576badabeeb18dd48e1
Source dataset
uspto-grants-1987_04
Patent number
US04656235

Reaction notes

Loading…