Carbon Tetrachloride → 1-Chloromethyl-4-prop-2-ynyloxymethyl-benzene

반응식

[CH2:1]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12]O)=[CH:8][CH:7]=1)[C:2]#[CH:3].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:34]>>[Cl:34][CH2:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][O:4][CH2:1][C:2]#[CH:3])=[CH:7][CH:8]=1

참가 물질

반응물 3

HCID 5943Carbon Tetrachloride

HCID 11776Triphenylphosphine

HCID 545201314-[(2-Propynyloxy)methyl]benzyl alcohol

생성물 1

HCID 592552251-Chloromethyl-4-prop-2-ynyloxymethyl-benzene수율 84%

실험 절차

A mixture of (4-prop-2-ynyloxymethyl-phenyl)-methanol (190 mg, 1.1 mmol) described in Manufacturing Example 194-1-1, triphenylphosphine (340 mg, 1.3 mmol), and carbon tetrachloride (3 mL) was stirred for 6 hours under reflux. The reaction mixture was cooled to room temperature, after which the reaction mixture was concentrated under a reduced pressure. The residue was purified by neutral silica gel column chromatography (ethyl acetate:heptane=1:10) to obtain the title compound (180 mg, 84%).

후처리

temperatureunder reflux
concentrationafter which the reaction mixture was concentrated under a reduced pressure
customThe residue was purified by neutral silica gel column chromatography (ethyl acetate:heptane=1:10)

출처 및 근거

ORD 기록: ord-1291987d2465463394602db8d04f8e6c
출처 데이터셋: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07691882B2

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