Ethyl Acetate → HCID 22910217, compound

HRID 847606Notes

Reaction equation

HRID 847606 reaction equation
C1(CCC(O)CCC2C=CC=CC=2)C=CC=CC=1.[OH:19][CH:20]([CH2:29][S:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:21][S:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[C:37]([O:40][CH2:41]C)(=O)C>CCCCCC>[C:31]1([S:30][CH2:29][CH:20]([O:19][CH2:37][O:40][CH3:41])[CH2:21][S:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 12671306((2-Hydroxy-3-(phenylsulfanyl)propyl)sulfanyl)benzeneHCID 128385101,5-Diphenylpentan-3-ol

Product 1

HCID 22910217HCID 22910217, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Using the procedure of Example 51 but 1,5-diphenyl-3-pentanol with the resultant compound of Example 15 gave, after silica gel chromatography using 15% ethyl acetate in hexane, 44 mg (31%) of the desired compound (Rf 0.27, 20% ethyl acetate in hexane). 1H NMR (CDCl3) δ 3.21 (dd, J=15, 6 Hz, 2H), 3.26 (dd, J=15, 6 Hz, 2H), 3.40 (s, 3H), 3.91 (pentet, J=6 Hz, 1H), 4.68 (s, 2H), 7.15-7.35 (m, 10H). Mass spectrum (M +NH4)+ =338.

Workup

  1. customgave

Sources & evidence

ORD record
ord-cf5c922ede6d4de0b2e5d23340c39d52
Source dataset
uspto-grants-1992_08
Patent number
US05142056

Reaction notes

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