Benzyl mercaptan → HCID 63905673, compound

HRID 1441501Notes

Reaction equation

HRID 1441501 reaction equation
[CH2:1]([SH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.Br[CH2:17][C:18]([CH:20]1[CH2:22][CH2:21]1)=[O:19]>C(Cl)Cl>[CH2:1]([S:8][CH2:17][C:18]([CH:20]1[CH2:22][CH2:21]1)=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 8471TriethylamineHCID 109208412-Bromo-1-cyclopropylethan-1-one

Product 1

HCID 63905673HCID 63905673, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Benzyl mercaptan (15.6 ml, 0.133 mol) was stirred in DCM (100 ml), triethylamine (20.5 ml, 0.146 mol) added, the mixture cooled in an ice/acetone bath and 2-bromo-1-cyclopropyl-ethanone, prepared as in WO 03/074495, (21.77 g, 0.133 mol) dissolved in DCM (100 ml) was added dropwise. The mixture was stirred for 48 h, washed with water, then brine, dried over sodium sulphate and evaporated.

Workup

  1. temperaturethe mixture cooled in an ice/acetone bath
  2. additionwas added dropwise
  3. washwashed with water
  4. dry with materialbrine, dried over sodium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-3b3461513a7249f9ac91391ad1538e44
Source dataset
uspto-grants-2010_02
Patent number
US07655664B2

Reaction notes

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