Triphenylphosphine → tert-Butyl [3-(2,5-difluorophenoxy)propyl]carbamate

HRID 1712595

反応式

HRID 1712595 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[OH:9].[C:10]([NH:17][CH2:18][CH2:19][CH2:20]O)([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[C:13]([O:12][C:10](=[O:11])[NH:17][CH2:18][CH2:19][CH2:20][O:9][C:3]1[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=1[F:1])([CH3:16])([CH3:15])[CH3:14]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 949522,5-DifluorophenolHCID 3838134tert-butyl N-(3-hydroxypropyl)carbamate

生成物 1

HCID 86610028tert-Butyl [3-(2,5-difluorophenoxy)propyl]carbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The solution of 2.50 g of 2,5-difluorophenol, 3-(Boc-amino)-1-propanol, 7.26 g of triphenylphosphine and tetrahydrofuran (30 ml) is cooled to 0° C. and admixed dropwise with 5.65 ml of diisopropyl azodicarboxylate. The reaction mixture is stirred at room temperature for a further 2 hours and subsequently concentrated by evaporation. The title compound is obtained as a yellowish solid from the residue by means of flash chromatography (SiO2 60F). Rf=0.34 (1:2 EtOAc-heptane); Rt=4.69.

後処理

  1. concentrationsubsequently concentrated by evaporation

出典と根拠

ORDレコード
ord-27f21aeff56c45c69488690421f20d01
出典データセット
uspto-grants-2010_09
特許番号
US07790715B2

関連ノート

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