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

HRID 412747

反応式

HRID 412747 の反応式
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

参加物

5

反応物 2

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

生成物 1

HCID 1369362,2-Dimethylchroman収率 93%

試薬・触媒・溶媒 2

HCID 6505921(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium触媒HCID 1140Toluene溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-c5bdc0ef855d42d0a63794e693c19dc3
出典データセット
uspto-grants-2003_05
特許番号
US06562989B2

関連ノート

読み込み中…