Hydrochloric Acid → HCID 13091976, compound

HRID 647168Notes

Reaction equation

HRID 647168 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([CH3:19])[C:6]([O:17][CH3:18])=[C:7]([CH:9]([O:12][Si](C)(C)C)[C:10]#[N:11])[CH:8]=1.[CH2:20]([OH:22])[CH3:21]>>[ClH:2].[Cl:2][C:3]1[CH:4]=[C:5]([CH3:19])[C:6]([O:17][CH3:18])=[C:7]([CH:9]([OH:12])[C:10](=[NH:11])[O:22][CH2:20][CH3:21])[CH:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 20459898HCID 20459898, compound

Product 1

HCID 13091976HCID 13091976, compoundYield 89%

Conditions

Temperature
0 °C

Procedure

Ethanol (100 ml.) was saturated with hydrogen chloride at 0° C. 2-(5-Chloro-2-methoxy-3-methylphenyl)-2-trimethylsiloxyethanenitrile (2.9 g.) in 5 ml. of ethanol was added dropwise, keeping the temperature less than 10° C. The reaction mixture was stirred at 0° C. for about 1 hour, evaporated to dryness and the residue triturated with ether to yield ethyl 1-(5-chloro-2-methoxy-3-methylphenyl)-1-hydroxymethanecarboximidate hydrochloride [2.67 g., 89%; m.p. 131°-133° C. (dec); ir (KBr) 1653, 1538, 1488, 1227, 1093 cm-1 ].

Workup

  1. customthe temperature less than 10° C
  2. customevaporated to dryness
  3. customthe residue triturated with ether

Sources & evidence

ORD record
ord-9220054ca6f74557ab67cfa819efbfdc
Source dataset
uspto-grants-1983_10
Patent number
US04407811

Reaction notes

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