Carbon tetrabromide → 4-(Bromomethyl)-2,6-dimethylphenyl acetate

HRID 43290노트

반응식

HRID 43290 반응식
[C:1]([O:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8]([CH2:12]O)=[CH:7][C:6]=1[CH3:14])(=[O:3])[CH3:2].[Br:15]C(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[C:1]([O:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8]([CH2:12][Br:15])=[CH:7][C:6]=1[CH3:14])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 280655654-(Hydroxymethyl)-2,6-dimethylphenyl acetate

생성물 1

HCID 132969354-(Bromomethyl)-2,6-dimethylphenyl acetate수율 80%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of commercially available 4-(hydroxymethyl)-2,6-dimethylphenyl acetate (1 g, 5.15 mmol) and perbromomethane (2.39 g, 7.21 mmol) in tetrahydrofuran (25 mL) was added triphenylphosphine (1.620 g, 6.18 mmol). The mixture was stirred at room temperature for 6 hours then concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, hexane:ethyl acetate 4:1) to provide the title compound (1.05 g, 80% yield). MS (DCI/NH3) m/z 274 (M+NH4)+.

후처리

  1. concentrationthen concentrated under reduced pressure
  2. customThe residue was purified by flash chromatography (silica gel, hexane:ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-316f60850f8944f7a843c8241538bade
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536336B2

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