Trimethyl orthoformate → (2,2-Bis(fluoromethyl)-1,3-dioxan-5-yl)methanol

HRID 31596

반응식

HRID 31596 반응식
[OH:1][CH2:2][CH:3]([CH2:6][OH:7])[CH2:4][OH:5].[F:8][CH2:9][C:10]([CH2:12][F:13])=O.C(OC)(OC)OC.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(N(CC)CC)C>[F:8][CH2:9][C:10]1([CH2:12][F:13])[O:5][CH2:4][CH:3]([CH2:6][OH:7])[CH2:2][O:1]1

참가 물질

6

반응물 4

HCID 9005Trimethyl orthoformateHCID 78432TrimethylolmethaneHCID 2283971,3-DifluoroacetoneHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 59792580(2,2-Bis(fluoromethyl)-1,3-dioxan-5-yl)methanol수율 43.4%

시약·촉매·용매 1

HCID 8471Triethylamine용매

반응 조건

온도
60 °C

실험 절차

A mixture of 2-(hydroxymethyl)-1,3-propanediol (2.2 g, 20.7 mmol), 1,3-difluoroacetone (3.89 g, 41.4 mmol), trimethyl orthoformate (3.44 ml, 20.7 mmol), and p-toluenesulfonic acid monohydrate (356 mg, 2.07 mmol) was stirred at 60° C. for 10 hours. After completion of the reaction, triethylamine (577 μl) was added to the reaction mixture, which was then concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.6 g, yield: 43.4%) as a light yellow oil.

후처리

  1. additionwas added to the reaction mixture, which
  2. concentrationwas then concentrated
  3. customThe residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-643f1dd86f91404aa5f5e314bc0f49bb
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425634B2

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