4-(2-Bromophenyl)-2-methyl-2-butanol → 2,2-Dimethylchroman

HRID 412747

반응식

HRID 412747 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][C:10]([CH3:13])([OH:12])[CH3:11].CC(C)([O-])C.[Na+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].C1(C)C=CC=CC=1>[CH3:11][C:10]1([CH3:13])[CH2:9][CH2:8][C:3]2[C:4](=[CH:5][CH:6]=[CH:7][CH:2]=2)[O:12]1

참가 물질

5

반응물 2

HCID 152471644-(2-Bromophenyl)-2-methyl-2-butanolHCID 23676156Sodium t-butoxide

생성물 1

HCID 1369362,2-Dimethylchroman수율 93%

시약·촉매·용매 2

HCID 6505921(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium촉매HCID 1140Toluene용매

실험 절차

A 4 mL vial was charged with 4-(2-bromophenyl)-2-methyl-2-butanol (97 mg, 0.40 mmol), Pd(dba)2 (11.5 mg, 0.02 mmol), Ph5FcP(t-Bu)2 (14.2 mg, 0.02 mmol) and sodium t-butoxide (46 mg, 0.48 mmol). Anhydrous toluene (2 mL) was added into the vial, and the vial was sealed with a cap containing a PTFE septum and removed from the drybox. The reaction mixture was stirred at room temperature for 10 min. The reaction solution was adsorbed onto silica gel and isolated by eluting with 5% ethyl acetate in hexanes to give 60 mg (93%) of 2,2-dimethylchroman as a colorless oil.

후처리

  1. customwas sealed with a cap
  2. customremoved from the drybox
  3. customisolated
  4. washby eluting with 5% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-c5bdc0ef855d42d0a63794e693c19dc3
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562989B2

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