Isopropyltriphenylphosphonium iodide → HCID 22314979, compound

HRID 966440Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:24][CH:23]([CH2:25][CH:26]=[CH:27][CH3:28])[C:11]3=[C:12]4[C:17](=[CH:18][CH:19]=[C:10]3[C:6]=2[C:7]=1[O:8][CH3:9])[NH:16][C:15]([CH3:21])([CH3:20])[CH:14]=[C:13]4[CH3:22].[I-].[CH:30]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)C>>[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:24][CH:23]([CH2:25][CH:26]=[C:27]([CH3:30])[CH3:28])[C:11]3=[C:12]4[C:17](=[CH:18][CH:19]=[C:10]3[C:6]=2[C:7]=1[O:8][CH3:9])[NH:16][C:15]([CH3:20])([CH3:21])[CH:14]=[C:13]4[CH3:22]

Participants

Reactant 2

HCID 2723783Isopropyltriphenylphosphonium iodide

HCID 54012461HCID 54012461, compound

Product 1

HCID 22314979HCID 22314979, compound

Procedure

The intermediate aldehyde from Example 282 and isopropyltriphenylphosphonium iodide were processed according to Example 282 to give the desired compound. 1H NMR (300 MHz, DMSO-d6) δ 8.65 (s, 1H), 7.91 (d, J=9 Hz, 1H), 6.62 (d, J=9 Hz, 1H), 6.60 (d, J=9 Hz, 1H), 6.46 (d, J=9 Hz, 1H), 6.14 (s, 1H), 5.60 (dd, J=9, 3 Hz, 1H), 5.43 (s, 1H), 5.15 (m, 1H), 3.64 (s, 3H), 2.45-2.18 (m, 2H), 2.15 (s, 3H), 1.63 (s, 3H), 1.32 (s, 3H), 1.17 (s, 3H), 1.16 (s, 3H); MS (APCI) m/e (M+H)+ 392, (M−H)− 390.

Sources & evidence

ORD record: ord-0839a2cef9e64b6fad56c174103bcf7c
Source dataset: uspto-grants-2005_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06951942B2

Reaction notes

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