Methyl chloroformate → 2-Methyl-1-naphthol

HRID 37683

반응식

HRID 37683 반응식
C1(O)C2C(=CC=CC=2)C=CC=1.[OH:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[C:23](O)=O.ClC(OC)=O.[BH4-].[Na+]>C1COCC1.C(N(CC)CC)C>[CH3:23][C:14]1[CH:15]=[CH:16][C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:13]=1[OH:12]

참가 물질

7

반응물 4

HCID 6586Methyl chloroformateHCID 68441-Hydroxy-2-naphthoic acid2회HCID 70051-NaphtholHCID 4311764Sodium borohydride

생성물 1

HCID 240552-Methyl-1-naphthol수율 80%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

실험 절차

1-naphthol (5) was heated with twice its weight of KHCO3 at 200° C. for 5 hours (stainless steel bomb) whereby 1-hydroxy-2-naphthoic acid (9) was obtained in a yield of 60%. 1-Hydroxy-2-naphthoic acid (9) was treated with methyl chloroformate and triethylamine in THF, followed by sodium borohydride reduction, whereby 2-methyl-naphthol (I) was produced in a yield of 80%.

후처리

  1. customwas obtained in a yield of 60%

출처 및 근거

ORD 기록
ord-9268980dbcd94c068c537f2d13247f9b
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420362

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