Benzene, 1,3-bis(chloromethyl)- → HCID 19916958, compound

HRID 1464752Notes

Reaction equation

HRID 1464752 reaction equation
BrCC1C=C(C=CC=1)C(OC)=O.Cl[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][Cl:22])[CH:16]=1.BrCC1C=C(C=CC=1)C=O.[CH2:33]([N:35](CC1C=C(C=CC=1)C(OC)=O)[CH2:36]/[CH:37]=[CH:38]/[C:39]#[C:40][C:41]([CH3:44])([CH3:43])[CH3:42])[CH3:34]>>[CH2:33]([N:35]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][Cl:22])[CH:16]=1)[CH2:36]/[CH:37]=[CH:38]/[C:39]#[C:40][C:41]([CH3:42])([CH3:44])[CH3:43])[CH3:34]

Participants

5

Reactant 4

HCID 12275Benzene, 1,3-bis(chloromethyl)-HCID 517981Methyl 3-(bromomethyl)benzoateHCID 71278253-(Bromomethyl)benzaldehydeHCID 86747787HCID 86747787, compound

Product 1

HCID 19916958HCID 19916958, compound

Procedure

When the same reactions as in Referential Example 4 are carried out using methyl 3-bromomethylbenzoate [synthesized by brominating methyl m-toluate with N-bromosuccinimide] or α,α'-dichloro-m-xylene instead of the starting 3-bromomethylbenzaldehyde, methyl (E)-3-(N-ethyl-6,6-dimethyl-2-hepten-4-ynylaminomethyl)benzoate or (E)-N-ethyl-N-(6,6-dimethyl-2-hepten-4-ynyl)-3-chloromethylbenzylamine is obtained.

Sources & evidence

ORD record
ord-7b221f181a4f42508dcb4d7b2b29dae4
Source dataset
uspto-grants-1994_04
Patent number
US05306728

Reaction notes

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