Thionyl bromide → HCID 18761815, 화합물

HRID 432046노트

반응식

HRID 432046 반응식
O[CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[O:7][CH2:6]2.S(Br)([Br:21])=O>C1(C)C=CC=CC=1>[Br:21][CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[O:7][CH2:6]2

참가 물질

4

반응물 2

HCID 68176Thionyl bromideHCID 99211661-(4'-Fluorophenyl)-1,3-dihydroisobenzofuran-5-ylmethanol

생성물 1

HCID 18761815HCID 18761815, 화합물수율 103.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A suspension of 5-hydroxymethyl-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran (2 g, 8.2 mmol) in toluene (20 mL) was heated until the solid dissolved. Heating was then stopped. Thionyl bromide (2.2 g, 10.6 mmol) was added, and the mixture was stirred for 1 h. Silica (25 g) was added, and the mixture was filtered, and the residue was washed with a 1:1 v/v solution of ethyl acetate and heptane. The filtrate was evaporated to give the title compound as a red-orange oil (2.6 g, 90%). 1H NMR (d6-DMSO): δ 4.72 (s, 2H), 5.11 (d, 1H), 5.28 (d, 1H), 6.17 (s, 1H), 7.04 (d, 1H), 7.17 (t, 2H), 7.33 (d, 1H), 7.38 (dd, 2H), 7.45 (s, 1H).

후처리

  1. temperaturewas heated until the solid
  2. dissolutiondissolved
  3. temperatureHeating
  4. additionSilica (25 g) was added
  5. filtrationthe mixture was filtered
  6. washthe residue was washed with a 1:1 v/v solution of ethyl acetate and heptane
  7. customThe filtrate was evaporated

출처 및 근거

ORD 기록
ord-a24a41cb4b4b43679ed8ced00790292f
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660873B2

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