Triphenylphosphine → HCID 68576812、化合物

反応式

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]#[N:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH:16]([N:29]1[CH2:32][CH:31]([CH2:33]O)[CH2:30]1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>>[C:17]1([CH:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:29]2[CH2:32][CH:31]([CH2:33][O:1][C:2]3[CH:7]=[CH:6][C:5]([C:8]4([C:14]#[N:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]4)=[CH:4][CH:3]=3)[CH2:30]2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

反応物 4

HCID 11776Triphenylphosphine

HCID 2758715(1-Benzhydrylazetidin-3-yl)methanol

HCID 5363146Diisopropyl azodicarboxylate

HCID 230916094-(4-Hydroxy-phenyl)-tetrahydro-pyran-4-carbonitrile

生成物 1

HCID 68576812HCID 68576812、化合物収率 41%

実験手順

4-(4-Hydroxy-phenyl)-tetrahydro-pyran-4-carbonitrile (6.18 g, 30.4 mmol), (1-benzhydryl-azetidin-3-yl)-methanol (7 g, 28 mmol), PPh3 (8 g, 30.4 mmol), and DIAD (69 mL, 30.4 mmol), were reacted together similarly to general procedure C. The crude material was purified by flash chromatography on silica gel eluting with pentane:ethyl acetate:diethylamine (50:45:5 to 0:95:5) to provide the title compound (5.03 g, 41%) as a yellow solid. LRMS APCI+ m/z 439 [MH]+.

後処理

customThe crude material was purified by flash chromatography on silica gel eluting with pentane:ethyl acetate:diethylamine (50:45:5 to 0:95:5)

出典と根拠

ORDレコード: ord-0d883d44d0d948f49b462a0f42631ff9
出典データセット: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07456164B2

反応ノート

読み込み中…