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Water → DiiSopropyl ((1-(hydroxymethyl)cyclopropoxy)methyl)phosphonate

HRID 1714494
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HRID 1714494 반응식
O.C(O)(C(F)(F)F)=O.[OH-].[Na+].[CH:11]([O:14][P:15]([CH2:21][O:22][C:23]1([CH2:26][O:27]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:25][CH2:24]1)(=[O:20])[O:16][CH:17]([CH3:19])[CH3:18])([CH3:13])[CH3:12]>CC(C)=O>[OH:27][CH2:26][C:23]1([O:22][CH2:21][P:15](=[O:20])([O:14][CH:11]([CH3:13])[CH3:12])[O:16][CH:17]([CH3:18])[CH3:19])[CH2:25][CH2:24]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 11511792DiiSopropyl ((1-((trityloxy)methyl)cyclopropoxy)methyl)phosphonate4회

생성물 1

HCID 11608665DiiSopropyl ((1-(hydroxymethyl)cyclopropoxy)methyl)phosphonate

시약·촉매·용매 1

HCID 180
Acetone
용매

실험 절차

The compound of formula (10) obtained in Example 3 (59.15 g, 116.3 mmol) was dissolved in acetone [59.2 ml, 1 ml/g with respect to the compound of formula (10)], H2O (5.9 ml, 327.8 mmol) and TFA (26.52 g, 232.6 mmol) were added, and the mixture was stirred at room temperature. After the portion of the compound of formula (10) was confirmed 7% or less by HPLC, 3N aqueous NaOH solution [75 ml, 2.6 ml/g with respect to the compound of formula (10)] was added thereto, and acetone was removed therefrom by distillation under reduced pressure. The solid produced during the reaction was filtered off, and the filtrate was extracted twice with methylene chloride [118.3 ml×2, 2 ml/g with respect to the compound of formula (10)]. Thus obtained organic layer was concentrated under reduced pressure to give the title compound (2) [31.71 g, Purity 98%, Yield with respect to the compound of formula (10) 102.4%].

후처리

  1. additionwere added
  2. additionwas added
  3. customacetone was removed
  4. distillationby distillation under reduced pressure
  5. customThe solid produced during the reaction
  6. filtrationwas filtered off
  7. extractionthe filtrate was extracted twice with methylene chloride [118.3 ml×2, 2 ml/g with respect to the compound of formula (10)]
  8. concentrationThus obtained organic layer was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2e2c89349ad344ed9d32292baae08ec1
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07795463B2

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