Ethanol → HCID 21280621, compound

HRID 414440Notes

Reaction equation

HRID 414440 reaction equation
[Na].[CH2:2](O)[CH3:3].[C:5]1(C)[C:10]([SH:11])=[CH:9][CH:8]=C[CH:6]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>>[CH2:14]([S:11][C:10]1[CH:5]=[CH:6][C:2]([CH3:3])=[CH:8][CH:9]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

5

Reactant 4

HCID 702EthanolHCID 82181-BromooctadecaneHCID 87122-ThiocresolHCID 5360545Sodium

Product 1

HCID 21280621HCID 21280621, compound

Procedure

Sodium (44 g, 1.92 mol) was added in small portions to 1.5 liter of absolute ethanol containing 217 g (1.75 mol) of thiocresol, with stirring, uinder nitrogen. After the addition was completed, 640 g (1.92 mol) of bromooctadecane was added, and the mixture was heated at reflux for 2 hours. The hot reaction mixture was filtered, and the ethanol was removed under reduced pressure. The residue was crystallized from heptane yielding 595 g (91%) of white crystals. mp 54°-55° C.

Workup

  1. additionAfter the addition
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 2 hours
  4. filtrationThe hot reaction mixture was filtered
  5. customthe ethanol was removed under reduced pressure
  6. customThe residue was crystallized from heptane yielding 595 g (91%) of white crystals

Sources & evidence

ORD record
ord-6ac4ed978a804ca78cf39f88263c9479
Source dataset
uspto-grants-1988_12
Patent number
US04792208

Reaction notes

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