1,5-Dibromopentane → HCID 56957906, compound

HRID 1429550Notes

Reaction equation

HRID 1429550 reaction equation
[OH-].[Na+].Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][Br:9].[C:10](=[O:13])([SH:12])[CH3:11]>C1COCC1>[C:10](=[O:13])([S:12][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][Br:9])[CH3:11]

Participants

5

Reactant 3

HCID 81001,5-DibromopentaneHCID 10484Thioacetic acidHCID 14798Sodium Hydroxide

Product 1

HCID 56957906HCID 56957906, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of NaOH (2.1 g, 52.6 mmol) in dry THF (15.8 mL) was added 1,5-dibromopentane (21.75 g, 95 mmol), followed by ethanethioic S-acid (4 g, 52.6 mmol). The mixture was stirred at rt overnight. It was quenched by adding Et2O (20 mL). The reaction mixture was filtered through a pad of celite, and rinsed with Et2O. The filtrate was concentrated to afford crude product, which was used in the next reaction without further purification.

Workup

  1. customIt was quenched
  2. additionby adding Et2O (20 mL)
  3. filtrationThe reaction mixture was filtered through a pad of celite
  4. washrinsed with Et2O
  5. concentrationThe filtrate was concentrated
  6. customto afford crude product, which
  7. customwas used in the next reaction without further purification

Sources & evidence

ORD record
ord-5add4fb0006443b8bddf296a4a0dcd92
Source dataset
uspto-grants-2015_01
Patent number
US08940716B2

Reaction notes

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