3-(Bromomethyl)benzaldehyde → HCID 19744748, compound

HRID 2254485Notes

Reaction equation

HRID 2254485 reaction equation
Br[C:2]1[CH:3]=[C:4]([S:7][CH2:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[CH:12]=[O:13])[S:5][CH:6]=1.Br[C:18]1[CH:19]=[C:20](S)[S:21][CH:22]=1.BrCC1C=C(C=CC=1)C=O.C([Sn](CCCC)(CCCC)C1C=CSC=1)CCC>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[S:21]1[CH:22]=[CH:18][C:19]([C:2]2[CH:3]=[C:4]([S:7][CH2:8][C:9]3[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=3)[CH:12]=[O:13])[S:5][CH:6]=2)=[CH:20]1

Participants

6

Reactant 4

HCID 71278253-(Bromomethyl)benzaldehydeHCID 10959689Stannane, tributyl-3-thienyl-HCID 19744634HCID 19744634, compoundHCID 19744744HCID 19744744, compound

Product 1

HCID 19744748HCID 19744748, compound

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

Using 3-(4-bromothienylthiomethyl)benzaldehyde [obtained by performing the same reaction as in Referential Example 56 using 4-bromo-2-thiophenethiol [Chem. Abst., 56, 4277 (1962)] and 3-bromomethylbenzaldehyde as starting materials], tributyl(3-thienyl)stannane and tetrakis(triphenylphosphine)palladium, the same reaction as in Referential Example 37 is carried out to give the captioned compound as a colorless oil.

Workup

  1. customobtained
  2. customthe same reaction as in Referential Example 37

Sources & evidence

ORD record
ord-db458107c5da44daba5779587d7f51f1
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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