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Tetrahydrofuran → 4-Formylbenzoyl chloride

HRID 13534
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HRID 13534 반응식
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1)(O)=[O:2].O1CCCC1.C(Cl)(=O)C([Cl:20])=O>>[CH:8]([C:7]1[CH:10]=[CH:11][C:4]([C:1]([Cl:20])=[O:2])=[CH:5][CH:6]=1)=[O:9]
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참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 120884-Formylbenzoic acidHCID 65578Oxalyl chloride

생성물 1

HCID 124246204-Formylbenzoyl chloride

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온도
2.5 °C

실험 절차

To a thin suspension of 4-carboxybenzaldehyde (600 g, 3.92 mol) in tetrahydrofuran (2664 g, 36.57 mol) was added dimethylformadehyde (11.48 g, 0.16 mol) and the reaction mixture was cooled to 0-5° C. with an ice bath. The reaction mixture was then stirred at 0° C. while oxalyl chloride (608.69 g, 4.70 mol) was added slowly. The reaction mixture was stirred until it was deemed complete by 1HNMR to yield the title compound. The reaction mixture was used in the next step without further manipulation.

후처리

  1. additionwas added dimethylformadehyde (11.48 g, 0.16 mol)
  2. additionwas added slowly

출처 및 근거

ORD 기록
ord-11c8be357cc7419c80cf8a2b182ca001
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728129B2

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