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

HRID 1176610

반응식

HRID 1176610 반응식
[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>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[O:9][CH2:20][CH2:19][CH2:18][NH:17][C:10](=[O:11])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  1. concentrationsubsequently concentrated by evaporation

출처 및 근거

ORD 기록
ord-9126ced901db45dc82bef3e4a226095b
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842688B2

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