tert-Butyl mercaptan → HCID 11106642, compound

HRID 2258268Notes

Reaction equation

HRID 2258268 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]O)=[CH:5][CH:4]=1.[CH3:11][C:12]([SH:15])([CH3:14])[CH3:13]>ClCCCl.O.C(Cl)Cl.[I-].[Zn+2].[I-]>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][S:15][C:12]([CH3:14])([CH3:13])[CH3:11])=[CH:5][CH:4]=1

Participants

7

Reactant 2

HCID 6387tert-Butyl mercaptanHCID 77384-Methoxybenzyl alcohol

Product 1

HCID 11106642HCID 11106642, compound

Reagents, catalysts & solvents 4

HCID 9883512zinc(II)iodideCatalystHCID 111,2-DichloroethaneSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-methoxybenzyl alcohol (10.13 g) and zinc iodide (11.7 g) in 1,2-dichloroethane (120 mL) was treated with 2-methyl-2-propanethiol (9.92 mL) in one portion. The resulting mixture was stirred at room temperature. After about 18 hours, the reaction was diluted with water (100 mL) and methylene chloride (100 mL). The organic phase was removed, dried over magnesium sulfate, filtered, and concentrated in vacuo to give 14.4 g of an oil.

Workup

  1. customThe organic phase was removed
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-55f60e202e024c54a98332ec7a1eb133
Source dataset
uspto-grants-1997_08
Patent number
US05659087

Reaction notes

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