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Triphenylphosphine → HCID 14574967, 화합물

HRID 1252748
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HRID 1252748 반응식
[CH2:1]([O:8][C:9](=[O:20])[CH2:10][C:11]1([O:19][CH2:18][CH2:17][O:16]1)[CH2:12][C:13](O)=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C(Cl)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1C=CC=CC=1.CC(C)=O.[BH4-].[Cu+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH2:18]1[CH2:17][O:16][C:11]([CH2:12][CH:13]=[O:14])([CH2:10][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:20])[O:19]1
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참가 물질

7

반응물 3

HCID 11776TriphenylphosphineHCID 65578Oxalyl chlorideHCID 14574965HCID 14574965, 화합물

생성물 1

HCID 14574967HCID 14574967, 화합물수율 70%

시약·촉매·용매 3

HCID 12406461Boranuide;copper(1+);triphenylphosphane촉매HCID 180
Acetone
용매
HCID 241Benzene용매

실험 절차

By following the procedure employed in Preparation 1, E. and F., 3,3-(ethylenedioxy)glutaric acid mono benzyl ester prepared as described above in step A. (2.937 g, 10.48 mmole) was converted to the corresponding acid chloride with oxalyl chloride (3.0 ml, 34.39 mmole) in 30 ml of benzene. The acid chloride was reduced with bis(triphenylphosphine) copper (I) tetrahydroborate (6.32 g, 10.48 mmole) and triphenylphosphine (5.5 g, 20.97 mmole) in 50 ml of acetone. There was obtained 1.930 g, 70% yield of benzyl 3,3-(ethylenedioxy)-4-formylbutyrate, as a colorless syrup.

후처리

  1. customemployed in Preparation 1, E

출처 및 근거

ORD 기록
ord-5f49ab529e7e457197156a0bd93db3b2
출처 데이터셋
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04745201

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