Methyl Isocyanate → HCID 12766213, compound

HRID 355196Notes

Reaction equation

HRID 355196 reaction equation
[OH:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([CH3:12])=[C:7]2[C:3]=1[CH2:4][CH:5]([CH3:15])[C:6]2([CH3:14])[CH3:13].[CH3:16][N:17]=[C:18]=[O:19]>C(N(CC)CC)C.O>[CH3:13][C:6]1([CH3:14])[C:7]2[C:3](=[C:2]([O:1][C:18](=[O:19])[NH:17][CH3:16])[C:10]([CH3:11])=[CH:9][C:8]=2[CH3:12])[CH2:4][CH:5]1[CH3:15]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 20505694HCID 20505694, compound

Product 1

HCID 12766213HCID 12766213, compoundYield 63.7%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

34 g of 4-hydroxy-1,1,2,5,7-pentamethyl-indane, 14.3 g of methyl isocyanate and a few drops of triethylamine were dissolved in 102 ml of ligroin and the solution was stirred under slight reflux (about 70° C.) overnight. After cooling to 30° C., the mixture was stirred with 40 ml of water and the colorless crystals were filtered off and dried. Recrystallization from ligroin and toluene gave 27.7 g of N-methyl-carbamic acid 1,1,2,5,7-pentamethylindan-4-yl ester of melting point 130.5°-131° C.

Workup

  1. temperatureAfter cooling to 30° C.
  2. filtrationthe colorless crystals were filtered off
  3. customdried
  4. customRecrystallization from ligroin and toluene

Sources & evidence

ORD record
ord-1460ea61be094114826c3f28797fec4f
Source dataset
uspto-grants-1983_03
Patent number
US04378371

Reaction notes

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