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(Phenylmethoxy)acetaldehyde → 1-(Benzyloxy)pent-4-en-2-ol

HRID 570294
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HRID 570294 반응식
[CH2:1]([O:8][CH2:9][CH:10]=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:12]([Mg]Cl)[CH:13]=[CH2:14]>C1COCC1>[CH2:1]([O:8][CH2:9][CH:10]([OH:11])[CH2:14][CH:13]=[CH2:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 108989(Phenylmethoxy)acetaldehydeHCID 178418473HCID 178418473, 화합물

생성물 1

HCID 100354781-(Benzyloxy)pent-4-en-2-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

2-(Benzyloxy)acetaldehyde (5 g, 33.3 mmol) in dry THF (10 mL) was added dropwise to a stirred and cooled solution of allylmagnesium chloride (25 mL, 2 M in THF, 50 mmol) in THF (100 mL) at −78° C. After the addition, the solution was allowed to warm to 0° C. and quenched with saturated NH4Cl solution. After standard aqueous work up, the residue was purified over silica using EtOAc and hexane to give 1-(benzyloxy)pent-4-en-2-ol (11).

후처리

  1. additionAfter the addition
  2. customquenched with saturated NH4Cl solution
  3. customAfter standard aqueous work up, the residue was purified over silica

출처 및 근거

ORD 기록
ord-2ecd7da9568442ffabf69095bebf3b14
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09023839B2

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