Hexane → HCID 14742792, compound

HRID 1651265Notes

Reaction equation

HRID 1651265 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[C:9]([CH:16]=O)[S:8][C:7]=2[CH:18]=1.[C:19]([CH:23]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:21][CH3:22])=[O:20].CCCCCC>ClCCl>[CH3:22][O:21][C:19](=[O:20])/[CH:23]=[CH:16]/[C:9]1[S:8][C:7]2[CH:18]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=2[C:10]=1[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 8058HexaneHCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 14742777HCID 14742777, compound

Product 1

HCID 14742792HCID 14742792, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 111, 6-methoxy-3-pentyl-2-benzo[b]thiophenecarboxaldehyde (7.37 g) and (carbomethoxymethylene)triphenylphosphorane (9.7 g) in dichloromethane (100 mL) was stirred at room temperature for 42 hours. Crystallization of the crude reaction product, obtained by using the normal work up, from hexane gave 7.6 g of (E)-3-(6-methoxy-3-pentyl-benzo[b]thien-2-yl)-2-propenoic acid methyl ester, mp 49°-50° C. Anal. Calcd for C18H22O3S: C, 67.90; H, 6.96: S, 10.07 Found: C, 68.21; H, 6.80; S, 10.22

Workup

  1. customCrystallization of the crude
  2. customreaction product
  3. customobtained

Sources & evidence

ORD record
ord-2f7cfa4909ad4429b04c2457b9375ec4
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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