Chloromethyl Methyl Ether → HCID 19744652, compound

HRID 2254469Notes

Reaction equation

HRID 2254469 reaction equation
O[C:2]1C(O)=CC=CC=1C=O.[OH:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[O:20][CH2:21][O:22][CH3:23])C=O.COCCl.O[C:29]1[C:30](OCOC)=[C:31]([CH:34]=[CH:35][CH:36]=1)[CH:32]=O.[CH2:41]([N:43]([CH2:46]C)[CH2:44]C)C>C(Cl)(Cl)Cl>[CH3:2][C:31]([CH3:30])([CH3:32])[C:34]#[C:35]/[CH:36]=[CH:29]/[CH2:41][N:43]([CH2:46][C:18]1[CH:17]=[CH:14][CH:13]=[C:12]([OH:11])[C:19]=1[O:20][CH2:21][O:22][CH3:23])[CH3:44]

Participants

7

Reactant 5

HCID 7864Chloromethyl Methyl EtherHCID 8471TriethylamineHCID 905792,3-DihydroxybenzaldehydeHCID 12397048HCID 12397048, compoundHCID 19744759HCID 19744759, compound

Product 1

HCID 19744652HCID 19744652, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

When 2,3-dihydroxybenzaldehyde is used instead of the starting 3,4-dihydroxybenzaldehyde, and selectively alkylated with methoxymethyl chloride and triethylamine in chloroform to synthesize 3-hydroxy-2-methoxymethyloxybenzaldehyde and thereafter the same reaction as in Referential Example 50 is carried out, (E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-3-hydroxy-2-methoxymethyloxybenzylamine is obtained.

Workup

  1. customthe same reaction as in Referential Example 50

Sources & evidence

ORD record
ord-715ecdc45bec4ecd907745181b414428
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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