HCID 67483736, compound → HCID 53889227, compound

HRID 324848Notes

Reaction equation

HRID 324848 reaction equation
[CH:1]([C:4]1[C:9]([C:10](OCC)=[O:11])=[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=2)[C:7]([CH:22]=[CH:23][CH2:24][CH2:25][CH3:26])=[C:6]([CH:27]([CH3:29])[CH3:28])[N:5]=1)([CH3:3])[CH3:2]>C(OCC)(=O)C.CCCCCC>[CH:1]([C:4]1[C:9]([CH2:10][OH:11])=[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=2)[C:7]([CH:22]=[CH:23][CH2:24][CH2:25][CH3:26])=[C:6]([CH:27]([CH3:28])[CH3:29])[N:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 67483736HCID 67483736, compound

Product 1

HCID 53889227HCID 53889227, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared from the intermediate obtained in Step A by the procedure described in Example 125, Step F. 1H NMR (300 MHz, CDCl3) (reported as a mixture of olefins): δ 0.73 (t, J=7.0 Hz, 3 H), 1.10-1.40 (m, 15 H), 1.90 (tdd, J=7.0, 7.0, 1.0, 2 H), 2.36 (s, 3 H), 3.30-3.50 (m, 21 H), 4.40 (d, J=4.0 Hz, 2 H), 5.20-5.40 (m, 1 H), 5.95 (dt, J=16.0, 1.0 Hz, 1 H), 6.90 (m, 2 H), 7.10-7.30 (m, 2 H). FAB-MS: calculated for C24H33NO 352; found 352 (M+H, 100%). Rf=0.34 (10% ethyl acetate/n-hexane). mp 94-97° C.

Sources & evidence

ORD record
ord-2f5f0bb3fdf34f2db6d94b0c3e3005f4
Source dataset
uspto-grants-2001_04
Patent number
US06218431B1

Reaction notes

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