Triphenylphosphine → methyl [3-[2-[5-(diphenylmethyl)-2H-tetrazol-2-yl]ethyl]phenoxy]acetate

HRID 1031944ノート

反応式

HRID 1031944 の反応式
N(C(OCC)=O)=NC(OCC)=O.[C:13]1([CH:19]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:20]2[N:21]=[N:22][NH:23][N:24]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.O[CH2:32][CH2:33][C:34]1[CH:35]=[C:36]([CH:43]=[CH:44][CH:45]=1)[O:37][CH2:38][C:39]([O:41][CH3:42])=[O:40].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[C:25]1([CH:19]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:20]2[N:21]=[N:22][N:23]([CH2:32][CH2:33][C:34]3[CH:35]=[C:36]([CH:43]=[CH:44][CH:45]=3)[O:37][CH2:38][C:39]([O:41][CH3:42])=[O:40])[N:24]=2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 10013334Acetic acid, [3-(2-hydroxyethyl)phenoxy]-, methyl esterHCID 109665015-Benzhydryl-1H-tetrazole

生成物 1

HCID 10071242methyl [3-[2-[5-(diphenylmethyl)-2H-tetrazol-2-yl]ethyl]phenoxy]acetate収率 58.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Diethyl azodicarboxylate (0.96 g, 5.5 mmol) was added to a stirred solution of 5-(diphenylmethyl)-2H-tetrazole (1.00 g, 4.2 mmol), methyl [3-(2-hydroxyethyl)phenoxy]acetate (0.98 g, 4.6 mmol) and triphenylphosphine (1.44 g, 5.5 mmol) in dry THF (17 mL) cooled to 0° C. in an ice bath. The ice bath was removed and the mixture stirred at room temperature for 1 hour before the solvent was evaporated. The residue was chromatographed on a column of silica gel using a mixture of hexanes and ethyl acetate (3:1) to give methyl [3-[2-[5-(diphenylmethyl)-2H-tetrazol-2-yl]ethyl]phenoxy]acetate (1.06 g, 58%) as a colorless oil.

後処理

  1. customThe ice bath was removed
  2. customwas evaporated
  3. customThe residue was chromatographed on a column of silica gel using
  4. additiona mixture of hexanes and ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-170331e0fd524017a78379ea1af9e54e
出典データセット
uspto-grants-1990_09
特許番号
US04956376

反応ノート

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