(Triphenylphosphoranylidene)acetaldehyde → 5-(2-Trimethylsilyl-4-furyl)pent-2-en-1-al

HRID 1090906

反応式

HRID 1090906 の反応式
[CH3:1][Si:2]([CH3:13])([CH3:12])[C:3]1[O:4][CH:5]=[C:6]([CH2:8][CH2:9][CH:10]=O)[CH:7]=1.C1(P(=[CH:33][CH:34]=[O:35])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH3:1][Si:2]([CH3:13])([CH3:12])[C:3]1[O:4][CH:5]=[C:6]([CH2:8][CH2:9][CH:10]=[CH:33][CH:34]=[O:35])[CH:7]=1

参加物

4

実験手順

3-(2-Trimethylsilyl-4-furyl)propan-1-al is treated with (triphenylphosphoranylidene) acetaldehyde in tetrahydrofuran to give 5-(2-trimethylsilyl-4-furyl)-pent-2-en-1-al which is hydrogenated in the presence of a palladium catalyst to give 5-(2-trimethylsilyl-4-furyl)-pentan-1-al. Treating this intermediate with C9H19COCH2PO)OCH3)2 and sodium hydride in tetrahydrofuran gives 3-(7-oxo-5-hexadecenyl)-5-trimethylsilylfuran and oxidizing gives 4-(7-oxo-5 -hexadecenyl)-5-hydroxy-2(5H)-furanone.

出典と根拠

ORDレコード
ord-aa5728c156d04d508e09683f6e027138
出典データセット
uspto-grants-1992_01
特許番号
US05082954

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