Ethanethiol → HCID 520033, compound

HRID 378225Notes

Reaction equation

HRID 378225 reaction equation
[CH3:1][CH2:2][SH:3].[CH2:4](Br)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[OH-:21].[K+]>CCO.O>[CH2:4]([S:3][CH2:2][CH2:1][OH:21])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

6

Reactant 3

HCID 6343EthanethiolHCID 82131-BromohexadecaneHCID 14797Potassium Hydroxide

Product 1

HCID 520033HCID 520033, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Thioethanol (5.0 g, 64 mmol), hexadecyl bromide (25.0 g, 82 mmol), and KOH (4.5 g, 80 mmol) were combined in 95% EtOH (150 mL). The reaction mixture was stirred at room temperature overnight and then diluted with H2O. The precipitate was collected and recrystallized from MeOH to provide the thioether: 19.0 g, 96%; mp 50° C.; NMR (300 MHz, CDCl3) δ 0.89 (t, 3 H, CH3), 1,30 (m, 26 H, (CH2)13), 1.60 (m, 2 H, CH2CH2S), 2.52 (t, 2 H, SCH2), 2.72 (m, 2 H, CH2S), 3.72 (m, 2 H, CH2OH).

Workup

  1. customThe precipitate was collected
  2. customrecrystallized from MeOH

Sources & evidence

ORD record
ord-65a21a5c7dcf46b49101e4ee69c2223b
Source dataset
uspto-grants-2000_02
Patent number
US06030960

Reaction notes

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