Methyl chloroformate → Methyl (1,1-dimethylethyl)-(3,3,3-trichloro-2-hydroxypropyl)carbamate

HRID 127952Notes

Reaction equation

HRID 127952 reaction equation
[CH3:1][C:2]([NH:5][CH2:6][CH:7]([OH:12])[C:8]([Cl:11])([Cl:10])[Cl:9])([CH3:4])[CH3:3].Cl[C:14]([O:16][CH3:17])=[O:15].C(N(CC)CC)C>ClCCl>[CH3:4][C:2]([N:5]([CH2:6][CH:7]([OH:12])[C:8]([Cl:11])([Cl:10])[Cl:9])[C:14](=[O:15])[O:16][CH3:17])([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 234710203-(Tert-butylamino)-1,1,1-trichloropropan-2-ol

Product 1

HCID 54278558Methyl (1,1-dimethylethyl)-(3,3,3-trichloro-2-hydroxypropyl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(1,1-Dimethylethylamino)-1,1,1-trichloro-2-propanol can then be reacted with methyl chloroformate at about -70° to +70° C. in the presence of an acid acceptor such as triethylamine in a solvent such as dichloromethane to produce methyl (1,1-dimethylethyl)-(3,3,3-trichloro-2-hydroxypropyl)carbamate.

Sources & evidence

ORD record
ord-c99431fe7dd146f09776d50e1cf471e1
Source dataset
uspto-grants-1981_03
Patent number
US04258060

Reaction notes

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