Benzene, (3-bromopropoxy)- → HCID 86616554, compound

HRID 2246061Notes

Reaction equation

HRID 2246061 reaction equation
[CH2:1]([S-:3])[CH3:2].[Na+].[O:5]([CH2:12][CH2:13][CH2:14]Br)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)C>[O:5]([CH2:12][CH2:13][CH2:14][S:3][CH2:1][CH3:2])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 68522Benzene, (3-bromopropoxy)-HCID 4459711Sodium ethanethiolate

Product 1

HCID 86616554HCID 86616554, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium ethanethiolate (6 mmol, 0.5 g) and 3-phenoxypropyl bromide (5 mmol, 1.1 g) in ethanol were refluxed overnight. After removal of solvent, Ether was added, washed with H20 and evaporated to give 3-phenoxypropylethyl sulfide. It was treated with 1 equivalent of acrylic acid in acetone in the presence of 4 equivalents of 12 N HCl under N2 at room temperature overnight and then at 50° C. for 3 h, affording 3-(S-ethyl-3-phenoxypropylsulfoniumyl)propionic acid chloride as a white powder. It was then subjected to the general procedure 1 to give compound 573 as a white powder (0.58 g, 25% overall yield). Anal. (C14H22Na2O8P2S.0.5 H2O) C, H.

Workup

  1. customAfter removal of solvent, Ether
  2. additionwas added
  3. washwashed with H20
  4. customevaporated

Sources & evidence

ORD record
ord-8853705a31b347c3addb2af59deabdb2
Source dataset
uspto-grants-2010_03
Patent number
US07687482B2

Reaction notes

Loading…