Hydrogen Sulfide → 2-Methyl-1-sulfanylheptan-2-OL

HRID 1679383Notes

Reaction equation

HRID 1679383 reaction equation
[SH2:1].C(NCC)C.[CH3:7][C:8]1([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:10][O:9]1>CO>[OH:9][C:8]([CH3:7])([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:10][SH:1]

Participants

5

Reactant 3

HCID 402Hydrogen Sulfide2×HCID 8021DiethylamineHCID 5590732-Methyl-2-pentyloxirane

Product 1

HCID 135068602-Methyl-1-sulfanylheptan-2-OL

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

Pass hydrogen sulfide, with ice cooling, into 150 ml. methanol until the weight increase amounts to 3.2 g., add thereto a solution of 370 mg. diethylamine in 11 ml. methanol and subsequently 4.8 g. 2-methyl-2-pentyl-oxirane in 18 ml. methanol, again pass hydrogen sulfide into the solution for 15 minutes, leave standing for 12 hours at room temperature, distill off the solvent, dissolve the residue in 50 ml. petroleum ether (b.p. = 50°-70°), wash with water, dry over sodium sulfate and distill off the solvent to obtain as the residue, 2-hydroxy-2-methyl-heptanethiol as a colorless liquid;

Workup

  1. addition, add
  2. customleave
  3. distillationdistill off the solvent
  4. dissolutiondissolve the residue in 50 ml
  5. washpetroleum ether (b.p. = 50°-70°), wash with water
  6. dry with materialdry over sodium sulfate
  7. distillationdistill off the solvent

Sources & evidence

ORD record
ord-7402a9f06dfc44f2b56614a1adafa55c
Source dataset
uspto-grants-1978_03
Patent number
US04080458

Reaction notes

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