Water → Benzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylacetate

HRID 726469

반응식

HRID 726469 반응식
[H-].[Na+].[CH3:3][C:4]1([CH3:20])[CH2:13][CH2:12][C:11]([CH3:15])([CH3:14])[C:10]2[CH:9]=[C:8]([CH2:16][C:17]([OH:19])=[O:18])[CH:7]=[CH:6][C:5]1=2.[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.O>CN(C=O)C>[CH3:3][C:4]1([CH3:20])[CH2:13][CH2:12][C:11]([CH3:14])([CH3:15])[C:10]2[CH:9]=[C:8]([CH2:16][C:17]([O:19][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:18])[CH:7]=[CH:6][C:5]1=2

참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 181779322-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetic acid

생성물 1

HCID 18792286Benzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylacetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

730 mg (0.024 mol) of sodium hydride (80 and 100 ml of DMF were introduced into a three-necked flank under a nitrogen stream. A solution of 5 g (0.02 mol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylacetic acid in 40 ml of DMF was added dropwise and the mixture was stirred until the gaseous emission ceased. 2.9 ml (0.024 mol) of benzyl bromide were then added and the mixture was stirred at room temperature for 4 hours. The reaction medium was poured into water, and extracted with ethyl acetate. The organic phase was decanted off, dried over magnesium sulfate and evaporated. 6.7 g (100%) of the expected ester were recovered in the form of a slightly yellow oil.

후처리

  1. stirringthe mixture was stirred at room temperature for 4 hours
  2. extractionextracted with ethyl acetate
  3. customThe organic phase was decanted off
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. custom6.7 g (100%) of the expected ester were recovered in the form of a slightly yellow oil

출처 및 근거

ORD 기록
ord-ef9d103de7344601a737fc0d84aab076
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05709867

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