Benzyl Alcohol → HCID 12261647, compound

HRID 329202Notes

Reaction equation

HRID 329202 reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([O:11][C:12]([N:14]=[C:15]=[S:16])=[O:13])[CH3:10].C(N(CC)CC)C>O1CCCC1>[C:12]([NH:14][C:15](=[S:16])[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([O:11][CH2:9][CH3:10])=[O:13]

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 85320Ethyl isothiocyanatoformate

Product 1

HCID 12261647HCID 12261647, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 162 g of benzyl alcohol and 196 g of ethoxycarbonyl isothiocyanate and 1 ml of triethylamine in 1 liter of tetrahydrofuran was refluxed for 24 hours and was concentrated to dryness. The residue was washed with petroleum ether and isopropyl ether to obtain 256 g of benzyl N-carbethoxy-thiocarbamate melting at 96° C.

Workup

  1. temperaturewas refluxed for 24 hours
  2. concentrationwas concentrated to dryness
  3. washThe residue was washed with petroleum ether and isopropyl ether

Sources & evidence

ORD record
ord-63d88ebacf7145f5aff281b3714eba4f
Source dataset
uspto-grants-1977_04
Patent number
US04020076

Reaction notes

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