tert-Butyl mercaptan → HCID 44227491, compound

HRID 1435088Notes

Reaction equation

HRID 1435088 reaction equation
Br[C:2]([CH3:9])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:10][C:11]([SH:14])([CH3:13])[CH3:12].[OH-].[K+]>C(O)C>[CH2:6]([O:5][C:3](=[O:4])[C:2]([S:14][C:11]([CH3:13])([CH3:12])[CH3:10])([CH3:9])[CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 6387tert-Butyl mercaptanHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 14797Potassium Hydroxide

Product 1

HCID 44227491HCID 44227491, compoundYield 34.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-bromoisobutyrate (40.0 g, 0.205 mole), 2-methyl-2-propanethiol (20.4 g, 0.0226 mole), potassium hydroxide (14.4 g, 0.226 mole), ethyl alcohol (100 g) were combined and reaction mixture was refluxed for six hours prior to quenching. Crude yield: 61.0%; Distilled yield: 34.7%. Flavor description: astringent, tropical, mango, citrus, grapefruit, onion, catty, marigold, herbal, floral, geranium, green. Fragrance description: grapefruit, passion fruit, papaya, dandelion, marigold, caraway, berries, slight onion.

Workup

  1. customreaction mixture
  2. temperaturewas refluxed for six hours
  3. customto quenching
  4. distillationDistilled yield: 34.7%

Sources & evidence

ORD record
ord-6c608ff51100474aad9b6ea318254874
Source dataset
uspto-grants-2009_11
Patent number
US07615661B2

Reaction notes

Loading…