2-Methyl-2-butanol → Heptylbenzene

HRID 13887

반응식

HRID 13887 반응식
[CH2:1](Br)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[C:9]1(B(O)O)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CC(C)([O-])C.[K+].C(O)(CC)(C)C.C1([B-](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C([PH+](C(C)(C)C)C)(C)(C)C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:9]1([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

7

반응물 5

HCID 64052-Methyl-2-butanolHCID 123691-BromoheptaneHCID 66827Phenylboronic AcidHCID 23136641Di-tert-butyl(methyl)phosphanium tetraphenylborate(1-)HCID 23665647Potassium tert-butoxide

생성물 1

HCID 14115Heptylbenzene수율 89.1%

시약·촉매·용매 1

HCID 167845palladium(II) acetate촉매

실험 절차

A 50-ml four-necked flask was equipped with a stirrer, a thermometer and a reflux condenser. 0.896 g (5 mmol) of n-heptyl bromide, 0.914 g (7.5 mmol) of phenylboronic acid, 0.056 g (0.25 mmol) of palladium (II) acetate, 1.683 g (15 mmol) of potassium tert-butoxide and 25 ml of tert-amyl alcohol were weighed in the flask, followed by stirring. Further, 0.240 g (0.5 mmol) of di-tert-butylmethylphosphonium tetraphenylborate obtained in Example B-1 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 25° C. for 24 hours. After the completion of the reaction, 20 ml of saturated sodium chloride solution was added, followed by separation. The organic phase was purified by column chromatography to afford 0.785 g of 1-phenylheptane (yield: 89 mol % based on n-heptyl bromide). The identification of the product was made by mass spectroscopy.

후처리

  1. customA 50-ml four-necked flask was equipped with a stirrer
  2. additionadded into the flask
  3. customThe flask was purged with argon
  4. stirringby stirring at 25° C. for 24 hours
  5. customAfter the completion of the reaction, 20 ml of saturated sodium chloride solution
  6. additionwas added
  7. customfollowed by separation
  8. customThe organic phase was purified by column chromatography

출처 및 근거

ORD 기록
ord-c25732fe82a044a998fee3f740d7f5f2
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728176B2

연결된 노트

불러오는 중…